Day: March 16, 2021

As a common heterocyclic compound, it belongs to isothiazole compound, name is 1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, and cas is 111248-89-6, its synthesis route is as follows.

f. 5-bromo-1,3-dihydrobenzo[c]isothiazole 2,2-dioxide 1,3-Dihydro-benzo[c]isothiazole 2,2-dioxide (0.50 g, 3.14 mmol, 1.00 eq.) was solubilized in acetic acid (5 mL) at rt under nitrogen atmosphere. Bromine (0.45 g, 3.14 mmol, 1.00 eq.) in acetic acid (5 mL) was added dropwise over 5 minutes and the reaction mixture was stirred for 0.5 h. Potassium acetate (0.28 g, 3.14 mmol, 1.00 eq.) was added and the reaction mixture was concentrated to dryness. The residue was taken in 2% NaHCO3 solution and stirred for 10 minutes. This solution was acidified to pH 2 using conc. HCl (2.5 mL) and extracted with MTBE (50 mL). The MTBE layer was washed with water (50 mL), brine solution (25 mL), dried over Na2SO4 and concentrated to get the crude product as brown solid. The crude product was triturated with petroleum ether (10 mL), filtered to a light brown solid (HPLC purity app. 86%) which was further purified by column chromatography using 60-120 mesh silica gel, 15% ethyl acetate in petroleum ether as eluent to get a yellow solid (HPLC purity app. 90%). The resulting product was then triturated with ethanol (5 mL), filtered and dried to get the title compounds as light yellow solid (0.35 g, 47.7%, 94% purity).

111248-89-6, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,111248-89-6 ,1,3-Dihydrobenzo[c]isothiazole 2,2-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

288-16-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Isothiazole, cas is 288-16-4,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Compound l (20 g, 0.235 mol) was added under stirring with nitrogen to dry 100 ml of ether and stirred to dissolve,Then cooled to below 0 C, to which n-butyllithium (0.24mo 1) was added dropwise,During the dropwise addition, the reaction was kept below 0 C and the incubation was completed until the compound 1 was added.To the reaction solution was added bromine (0.5 mol)Dropping the process to maintain the following 0 C, drop out after the completion of slowly rose to room temperature,After stirring for half an hour, the reaction was quenched by the addition of hydrochloric acid solution (2N, 500 ml).And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The organic phase was combined and washed with sodium dithionite solution(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.[0188] In this step, the ether can also be replaced with a solvent such as methyl ether, dimethyl ether, tetrahydrofuran, 1,4-dioxane and the like.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Isothiazole, 288-16-4

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890181; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

936-16-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, cas is 936-16-3,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 2,6-dichloropyrazine (193 mg, 1.30 mmol) and 1 (200 mg, 1.18 mmol) in DMF (5 mL), was added Cs2CO3 (770 mg, 2.36 mmol). The resulting mixture was stirred at 100¡ãC for 5 hours. The mixture was cooled to 25¡ãC and poured into ice water. The aqueous phase was extracted with ethyl acetate (20 mL). The combined organic phase was washed with saturated brine (20 mL), dried with anhydrous Na2S04, filtered, and concentrated under reduced pressure. The residue was purified by TLC (petroleum ether/ethyl acetate = 2: 1) to afford 21 (220 mg, 60percent) as yellow solid.

The chemical industry reduces the impact on the environment during synthesis,936-16-3,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; NUMERATE, INC.; RAIMUNDO, Brian; KOLTUN, Elena S.; GRIFFIN, John; STANGELAND, Eric; (93 pag.)WO2018/49324; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-5-carboxylic acid, and cas is 10271-85-9, its synthesis route is as follows.

Example-118; A solution of compound 117 (0.35 g, 2.67 mmol), diphenylphosphoryl azide (0.57 mL, 2.67 mmol) and triethylamine (0.37 mL, 2.67 mmol) in tert-butanol (10 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over sodium sulfate, and concentrated to afford a beige solid. Purification by column chromatography (SiO2, 40% ethyl acetate/hexanes) afforded compound 121 as a white solid 0.245 g (46%). 1H-NMR (400 MHz, DMSO-d6) delta 8.15(d, 1H), 6.72 (d, 1H), 1.48 (s, 9H).

10271-85-9, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,10271-85-9 ,Isothiazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

88.7 g (0.837 mols, 3.21 molar equivalents) of sodium carbonate, 600 ml of acetonitrile and 66.7 g (0.261 mols, 1.0 molar equivalent) of 3- (1-piperazinyl) -1, 2- benzisothiazole hydrochloride [hydrochloride of the compound of formula (III) ] are added into a beaker –> equipped with a magnetic stirrer. The resulting white suspension is stirred for 10 minutes. At this point 60.0 g (0.261 mols, 1.0 molar equivalent) of 5- (2- chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one [compound of formula (II) wherein X is chlorine] and 0.3 g (0.002 mols, 0.008 molar equivalents) of NaI are added. The resulting brown suspension is charged into a 1 L reactor vessel, which is purged with nitrogen and heated to 120-125 C (internal pressure increases to 400-500 kPa) for 25 hours. The reaction is cooled to room temperature, stirred for 30 minutes, filtered and the solid washed with acetonitrile. A wet mixture of zipradisone and inorganic salts is obtained.The resulting wet mixture is stirred with 675 ml of water at reflux temperature for 1 h to remove inorganic salts . The suspension is cooled at room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 140 g of wet solid (corresponding to 87 g of dry material) are obtained.The wet solid is stirred again with water at reflux temperature for 1 h to remove residual inorganic salts. The suspension is cooled to room temperature, stirred for 30 minutes and filtered. The solid is washed with water, and 170 g of wet solid (corresponding to 81 g of dry- material) are obtained. HPLC analysis reveals a purity of 97.8%.To remove starting materials present in the wet solid obtained in the previous step, it is stirred twice with 400 ml of tetrahydrofuran at reflux temperature. The solution is cooled to room temperature, stirred for 30 –> minutes and filtered. The solid is washed twice with 40 ml of tetrahydrofuran at room temperature and 60 g of wet solid, corresponding to 54.8 g of dry material, are obtained.The solid obtained is ziprasidone base having a purity of 99.4% by HPLC and the global yield from the starting compound (II) or (III) is 51% molar. Potentiometric titration with HClO4: 100.03% Optionally, Ziprasidone base could be converted to ziprasidone hydrochloride.;Example 3. Large scale preparation of ziprasidone baseInto a 100 1 Hastelloy reactor are loaded:- 8 kg (31.3 mols 1.0 molar equivalent) of 3-(l- piperazinyl) -1, 2-benzisothiazole hydrochloride[hydrochloride of compound of formula (III) ] ,- 8.64 kg (37.5 mols, 1.2 molar equivalents) of 5- (2- chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one [compound of formula (II) wherein X is chlorine] ,- 10.6 kg (100 mols, 3.20 molar equivalents) of sodium carbonate,- 0.038 kg (0.25 mols, 0.008 molar equivalents) of NaIThe reactor is closed and blanketed with vacuum/nitrogen. Then, 56.3 kg of acetonitrile are loaded and the mixture is stirred for 10 minutes. The reactor is heated to reflux (80-82 C) . Then the reactor is closed and –> continued to be heated up to 120-125 C (internal pressure increases to 300 kPa) . The reaction mixture is kept under these conditions for 25 hours. Then the content is cooled down to room temperature and the solid is centrifuged and washed with 2 x 12 kg of acetonitrile. A wet solid containing ziprasidone base and inorganic salts is obtained.The resulting solid is loaded in a 100 1 Hastelloy reactor. The reactor is blanketed and 52 kg of water are loaded. The suspension is stirred at reflux conditions(80-850C; due to the presence of acetonitrile) for 1 h to remove inorganic salts. The suspension is cooled down to room temperature, stirred for 30 minutes and the solid is centrifuged and washed with 2 x 9 kg of water. 17.97 kg of wet solid are obtained.The wet solid from the previous step is loaded in a 100 1 Hastelloy reactor. The reactor is blanketed and 57 kg of tetrahydrofuran are loaded. The suspension is stirred at reflux conditions for 1 h. The suspension is cooled down to room temperature, stirred for 30 minutes and the solid is filtered through a Nutsche Filter and washed with 2 x 16 kg of tetrahydrofuran. 10.53 kg of wet solid (corresponding to 8.57 kg of dry material) are obtained.The solid obtained is ziprasidone base having a purity by HPLC of 99.2%. The global yield from the starting compound (III) is 66.3% (molar yield) . Optionally, Ziprasidone base could be converted to ziprasidone hydrochloride.Example 4 : Preparation of ziprasidone base –> 13.26 g (0.400 mols, 3.20 molar equivalents) of sodium carbonate, 10.00 g (0.039 mols, 1.0 molar equivalent) of3- (1-piperazinyl) -1, 2-benzisothiazole hydrochloride [hydrochloride of the compound of formula (III)], 10.80 g(0.0469 mols, 1.2 molar equivalent) of 5- (2-chloroethyl) -6-chloro-l, 3-dihydro-indole-2- (2H) -one [compound of formula (II) wherein X is chlorine] and 7.030 g (0.0469 mols, 1.2 molar equivalents) of NaI are added into a 250 ml round bottom, three necked reaction vessel, equi…

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; MEDICHEM, S.A.; WO2006/34964; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is Isothiazole, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 288-16-4, its synthesis route is as follows.

Compound 1 (20 g, 0.235 mol) was added to dry 100 ml of diethyl ether under nitrogen atmosphere and stirred to dissolve,And then cooled to 0 C or lower, n-butyllithium (0.24 mol) was added dropwise thereto, and the temperature was kept below 0 C during the dropwise addition, and the reaction was carried out until the compound 1 was added.To the reaction solution was added bromine (0.5 mol), and the mixture was kept at 0 C or less during the dropping,After completion of the dropwise addition, the temperature was gradually raised to room temperature, and after stirring for half an hour, the hydrochloric acid solution was added thereto(2N, 500 ml).And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The combined organic phase and sodium dithionite solution were washed(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.In this step, the ether can also be replaced with a solvent such as methyl ether, dimethyl ether, tetrahydrofuran, 1,4-dioxane and the like.

288-16-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,288-16-4 ,Isothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890177; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

936-16-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, cas is 936-16-3,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

2-[{1-(tert-Butyl)-5-(4-cyclohexylphenyl)-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 36) (0327) To a solution of {1-(tert-butyl)-5-(4-cyclohexylphenyl)-1H-pyrazol-3-yl}methanol (101 mg, 0.323 mmol) in were added PPh3 (71.8 mg, 0.655 mmol), and CBr4 (217 mg, 0.655 mmol) at 0¡ã C., followed by stirring at the same temperature for one hour to give {1-(tert-butyl)-5-(4-cyclohexylphenyl)-1H-pyrazol-3-yl}methyl bromide. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), drops of N,N-dimethylformamide (1.5 mL) in 1,2-benzisothiazoline-1,1-dioxide (57.1 mg, 0.388 mmol) were slowly added. (0328) At the same temperature, potassium carbonate (447 mg, 3.23 mmol) was added, and the resulting solution was stirred for a day. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), water was added dropwise, after which extraction was carried out with ethyl acetate and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=4:1) to afford the title compound (55.4 mg, 31percent, white solid). (0329) M.P. 135.7-141.5¡ã C.; (0330) 1H NMR (300 MHz, CDCl3) delta 7.83 (d, J=7.5 Hz, 1H), 7.63-7.50 (m, 2H), 7.40 (d, J=7.5 Hz, 1H), 7.30-7.20 (m, 4H), 6.24 (s, 1H), 4.53 (s, 2H), 4.45 (s, 2H), 2.56 (brs, 1H), 1.92-1.77 (m, 5H), 1.48-1.27 (m, 14H); (0331) 13C NMR (75 MHz, CDCl3) delta 148.5, 144.3, 143.4, 135.4, 134.3, 132.5, 131.3, 130.3, 128.9, 126.2, 124.5, 121.4, 109.0, 61.1, 50.0, 44.3, 41.4, 34.4, 31.2, 26.9, 26.1

The chemical industry reduces the impact on the environment during synthesis,936-16-3,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 27148-03-4, its synthesis route is as follows.

To a thf solution (20mL) of [Ru3(CO)12] (100mg, 0.16mmol) was added tsacH (63mg, 0.32mmol). The reaction mixture was heated to reflux for 4h, after which time the reaction mixture was then allowed to cool at room temperature. The solvent was removed under reduced pressure and the residue chromatographed by TLC on silica gel. Elution with n-hexane/CH2Cl2 (v/v, 1:1) developed four bands. The first band was unreacted [Ru3(CO)12] (14mg). The second band afforded [H2Ru3(CO)7(mu-N,S-tsac)(mu-C,N-C6H4CNSO2)(mu3-S)] (2) as orange crystals (24mg, 17%) after recrystallization from n-hexane/CH2Cl2 at 4C. The third band afforded two types of crystals (yellow and orange) after recrystallization from n-hexane/CH2Cl2 at 4C which were physically separated by hand. The orange crystals were characterized as [Ru2(CO)6(mu-N,S-tsac)2] (1) (7mg, 4%), while the yellow crystals were characterized as [Ru4(CO)12(mu-N,S-tsac)2(mu4-S)] (3) (10mg, 7%). The fourth band afforded [H2Ru5(CO)13(mu-N,S-tsac)(mu-C,N-C6H4CNSO2)(mu3-S)(mu4-S)] (4) (14mg, 11%) as orange crystals after recrystallization from n-hexane/CH2Cl2 at 4C. Data for 2: Anal. Calc. for C21H10N2O11Ru3S4: C, 28.10; H, 1.12; N, 3.12. Found: C, 28.32; H, 1.15, N, 3.14%. IR (nuCO, CH2Cl2): 2124vs, 2067vs, 2060sh, 2012s cm-1. 1H NMR (CDCl3): delta 8.29 (d, J 8.0Hz, 1H), 8.02 (m, 1H), 7.91 (t, J 7.2Hz, 1H), 7.85 (m, 1H), 7.82 (m, 1H), 7.78 (d, J 7.2Hz, 1H), 7.73 (m, 2H),-14.31 (d, J 0.8Hz, 1H),-16.14 (d, J 0.8Hz, 1H). Data for 3: Anal. Calc. for C26H8N2O16Ru4S5: C, 26.72; H, 0.69; N, 2.40. Found: C, 27.08; H, 0.74; N, 2.48%. IR (nuCO, CH2Cl2): 2124w, 2102s, 2087vs, 2066vs, 2021vs cm-1. 1H NMR (CD2Cl2): delta 8.06 (m, 1H), 7.99 (d, J 7.2Hz, 1H), 7.90-7.76 (m, 6H). Data for 4: Anal. Calc. for C27H10N2O17Ru5S5: C, 24.95; H, 0.78; N, 2.15. Found: C, 25.28; H, 0.85; N, 2.24%. IR (nuCO, CH2Cl2): 2124s, 2093s, 2066vs, 2041s, 2016s, 1958w cm-1. 1H NMR (CD2Cl2): aromatic region, major isomer, delta 8.13 (d, J 7.2Hz, 1H), 7.93-7.74 (m, 7H); hydride region, major isomer, delta-13.67 (d, J 2.0Hz, 1H),-15.55 (d, J 2.0Hz, 1H), minor isomer, delta-13.78 (d, J 2.0Hz, 1H),-16.07 (d, J 2.0Hz, 1H). Major/minor=21:1.

27148-03-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,27148-03-4 ,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Mia, Md. Jadu; Reza, Md. Selim; Bhoumik, Nikhil C.; Ghosh, Shishir; Nesterov, Vladimir N.; Richmond, Michael G.; Kabir, Shariff E.; Journal of Organometallic Chemistry; vol. 906; (2020);,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Chlorobenzo[d]isothiazole, cas is 7716-66-7,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 1 3-(1-Piperazinyl)-1,2-benzisothiazole STR26 A mixture of 3-chloro-1,2-benzisothiazole (37.8 g., 0.235 mole) and piperazine (304.2 g., 3.53 mole) is heated under an argon atmosphere for a period of 20 hr. at 120 C. in a closed reactor. The reaction mixture is dissolved in 2 liters of water and the aqueous solution repeatedly extracted with methylene chloride. Extracts are combined, dried over magnesium sulfate and concentrated in vacuo. Residual material is taken up in ether, filtered and concentrated in vacuo to afford 24.4 g. (47%) of 3-(1-piperazinyl)-1,2-benzisothiazole free base as a viscous oil. A sample of the free base converted to the hydrochloride salt in ether with ethanolic hydrogen chloride and crytallized from methanol-ethanol affords analytically pure 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride, m.p. 280 C. (dec.). Anal. Calcd. for C11 H13 N3 S.HCl: C, 51.66; H, 5.52; N, 16.43. Found: C, 51.34; H, 5.46; N, 16.16.

The chemical industry reduces the impact on the environment during synthesis,7716-66-7,3-Chlorobenzo[d]isothiazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; Mead Johnson & Company; US4411901; (1983); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.

A solution of isothiazole-4- carboxylic acid (1 g, 1.1 A mmol) in CH2Cl2 (15 niL) and DMF (0.060 mL, 0.774 mmol) was cooled to 0 0C, and oxalyl chloride (0.813 mL, 9.29 mmol) was added dropwise over 10 min. The reaction mixture was warmed to RT and stirred for 1 h. The resulting acid chloride solution was added to a cooled solution of N-methoxy-N-methyl-amine hydrochloride and K2CO3 (4.82 g, 34.8 mmol) in 10 mL water. The mixture was stirred at rt overnight and then extracted twice with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated to yield N-methoxy-iV-methyl-isothiazole^-carboxamide. 1H NMR (400 MHz, CDCl3): delta 9.25 (s, IH), 8.93 (s, IH), 3.66 (s, 3H), 3.36 (s, 3H).

822-82-2, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; MERCK SHARP & DOHME CORP.; GUO, Liangqin; LIU, Jian; NARGUND, Ravi, P.; PASTERNAK, Alexander; YANG, Lihu; YE, Zhixiong; WO2010/51177; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com