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.
EXAMPLES 115-116; N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1, 1- DIMETHYL-INDAN-2-YL}-ACETAMIDE AND M-f6-r2- (4- BENZO [D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLT-ACETAMIDE; A mixture of compounds N-[5-(2-Chloroethyl)-1,1-dimethyl-indan-2-yl]- acetamide and N-[6-(2-Chloroethyl)-1,1-dimethyl-indan-2-yl]-acetamide (1.63 g, 6.15 mmol), 3-piperazin-1-yl-benzo [? isothiazole hydrochloride (1.96 g, 7.69 mmol), potassium carbonate (2.55 g, 18.4 mmol), sodium iodide (1.02 g, 6.76 mmol) in acetonitrile (120 mL) was stirred at reflux for 60 h. After removal of solvent, the residue was partitioned in CH2Ci2/H2O (200 mU50 mL). The organic layer was separated and the water layer was extracted with CH2Cl2 (60 mL). The combined organic extracts were washed with water, brine, dried over Na2SO4, and evaporated. The residue was purified by chromatography (silica gel, gradient from 1 to 2% MeOH/EtOAc) to provide two regioisomers N-{5-[2-(4-Benzo [? isothiazol- 3-yl-piperazin-1-yl)-ethyl]-1, 1-dimethyl-indan-2-yl}-acetamide (655 mg) and N {6- [2- (4-Benzo [d isothiazol-3-yl-piperazin-1-yl)-ethyl]-1, 1-dimethyl-indan- 2-yl}-acetamide (440 mg). EXAMPLE 115 N-{5-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLl-ACETAMIDE (655 mg, 24%) as a pale yellow solid : mp 58-68 C ;’H NMR (300 MHz, CDCl3) 67. 92 (d, J = 8.1 Hz, 1 H), 7.82 (d, J = 8.1 Hz, 1 H), 7.47 (td, J = 7.0, 0.9 Hz, 1H), 7.36 (td, J= 8.0, 1.0 Hz, 1H), 7.10-7. 05 (m, 3H), 5.53 (d, J= 9.5 Hz, 1 H), 4.57-4. 49 (m, 1 H), 3.61 (t, J = 4.8 Hz, 4H), 3.27 (dd, J = 7.3, 7.2 Hz, 1H), 2.87-2. 61 (m, 9H), 2.02 (s, 3H), 1.30 (s, 3H), 1.14 (s, 3H); ESI MS m/z 449 [C26H32N4OS + H] + ; Rs0. 25 (40: 1 CH2CI2/MeOH) ; HPLC 98. 1% (AUC), tR = 12.87 min. Anal. Calc’d for C26H32N4OS 0. 5H20: C, 68.24 ; H, 7.27 ; N, 12.24. Found: C, 68.12 ; H, 7.37 ; N, 12.13. EXAMPLE 116 N-{6-[2-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-ETHYL]-1,1- DIMETHYL-INDAN-2-YLT-ACETAMIDE (440 mg, 16%) as a pale yellow solid : mp 62-72 C ;’H NMR (300 MHz, CDCl3) No.7. 92 (d, J = 8. 1 Hz, 1 H), 7.82 (d, J = 8. 1 Hz, 1 H), 7.47 (td, J = 7. 0, 1. 0 Hz, 1 H), 7.36 (td, J = 8. 0,1. 0 Hz, 1 H), 7.13 (d, J = 7.6 Hz, 1H), 7.05 (d, J = 7.6 Hz, 1 H), 7.01 (s, 1 H), 5.53 (d, J = 9.5 Hz, 1 H), 4.57-4. 47 (m, 1 H), 3.61 (t, J = 4.8 Hz, 4H), 3.26 (dd, J = 7.2, 7.2 Hz, 1 H), 2.89-2. 59 (m, 9H), 2.02 (s, 3H), 1.31 (s, 3H), 1.15 (s, 3H); ESI MS m/z449 [C26H32N40S + H] + ; Rf O. 29 (40: 1 CH2CI2/MeOH) ; HPLC 96. 1% (AUC), tR = 12.63 min. Anal. Calc’d for C26H32N40S 0. 5H20: C, 68.24 ; H, 7.27 ; N, 12.24. Found: C, 68. 11 ; H, 7.50 ; N, 11.96.
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 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1
Reference£º
Patent; WARNER-LAMBERT COMPANY LLC?; WO2005/56540; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com