On January 24, 1969, Lewis, Sheldon Noah; Miller, George Allen; Law, Andrew B. published a patent.SDS of cas: 26172-54-3 The title of the patent was Pesticidal substituted 3-isothiazolinones. And the patent contained the following:
The title compounds (I) were prepared Thus, 0.05 mole 3-hydroxyisothiazole (II) in benzene and 0.05 mole (Me nCO) in a 50% benzene solution gave 70% I (R = H, R’ = H, Y = CON hMe), m. 138-40°. II with MeNCS gave I (R = H, R’ = H, Y = C(:S)NHMe), m. 155-8°. Similar I prepared were (R, R’, Y, and m.p. [of salt if shown] given): H, Me, CONHCH3, 138-45°; Br, Me, CONH-CH3, 191-5°; CN, SCH3, CONHCH3, 207-10°; CN, SOCH3, CONHCH3, 158-60°; CN, SO2CH3, CONHCH3, 146-50°; H, H, CONHBu, oil; H, H, CONHC8H17-tert, oil; H, Me, CONHC6H5, 142-6°; CN, SCH3, CONHC6H5, 183-6°; Br, Me, CONHC6H4Cl-3, 200-2°; H, CH2Br, CONHC6H4Cl-3, 178-80°; H, Me, CONHC6H4Cl-3, 142-4°; CN, SCH3, CONH-C6H4Cl-3, 192-4°; H, H, CONHC6H4Cl-3, 120-3°; H, Me, CONHC6H4Cl-2, 162-4°; H, CH2Br, CONHC6H4Cl-2, 199-201°; Br, Me, CONHC6H3Cl2-3,4, 235-7°; H, Me, CONHC6-H3Cl2-3,4, 195-207°; CN, SCH3, CONHC6H3Cl2-3,4, 118-20°; H, Me, CONHSO2C6H4CH3-4, 170-3°; CN, SCH3, CONHSO2-C6H4CH3-4, 163-8°; Br, Me, CONHSO2C6H4CH3-4, 199-203°; H, H, CONHC2H5, 103-5°; H, H, CONHCPr, 84-8°; H, H, CONHPr-iso, 53-6°; Br, H, CONHCH3, 194-7°; H, H, CONHC6H4OCH3-4, 134-7°; H, H, CONHC6H4OCH3-2, 140-5°; H, H, CONHC6H4NO2-3, 195-8°; H, H, CONHC6H3-Cl-4, 172-4°; H, H, CONHC12H25, 60-2°; H, H, CONHC6H3-Cl2-2,5, 179-80°; H, H, CONHCH2CO2C2H5, 80-3°; H, H, CONHC6H4NO2-4, 225-30°; H, Me, CONHC2H5, 53-6°; H, Me CSNHC2H5, 73-103°; H, Cl, CONHC2H5, 53-5°; H, H, Pr, 65-8°; H, H, tert-Bu, 75-9°; H, H, Bu, 99°; H, H, C6H11, 109-11°; H, H, tert-C8H17, 97-100°; H, H, CH2C6H5, 78-80°; H, Cl, Me, 44-7°; H, Cl, CH2C6H5, 57-9°; Cl, Cl, Me, 114-17°; Me, H, Me, 58-68°; Me, H, C6H3Cl2-3,4, 161-3°; H, H, C6H3Cl2-3,4, 131-3°; Cl, Cl, CH2C6H5, 62-4°; Br, Cl, Me, 86-7°; Br, H, Me, 94-7°; H, H, CH2OH, 124-6°; H, H, CH2CH2NEt2, oil; H, H, Pr, (HCl), 87-90°; H, Cl, Me, (HCl), -; H, H, Et, (HCl), 144-6°; H, H, Me, (HCl), 162-6°; H, H, CH2C6H5, (HCl), 147-53°; H, H, n-C12H25, 46-9°; H, H, n-C14H29, 53-5°; H, H, CH2C6H4Cl-4, 87-8°; H, H, CH2C6H4Cl-2, 99-100°; H, H, CH2C6H3Cl2-2,4, 122-4°; H, H, CH2C6-H3Cl2-3,4, 87-9°; H, H, CH2C6H4OCH3-4, 80-2°; H, H, CH2C6-H4CH3-4, 76-7°; H, H, CH2CH2C6H5, 76-8°; H, Cl, CH2CH2-C6H5, 55-9°; H, H, n-C10H21, 41-2°; Cl, H, tert-C8H17, 137-40°; Br, H tert-C8H17, 138-42°; H, H, n-C9H19, 30-1°; H, Cl, n-C8H17, oil; H, H, C6H4NO2-4, 170-5° (decompn); H, H, C6H4CO1C2-H5-4, 141-2°. Similarly prepared were I as follows (R, R’, Y, and b.p. given): H, H, CH2CH(Bu)(Et), b0·005 119-20°; H, H, CH(Me)(Ph), b0·003 138-40°; H, H, n-C8H17, b0·01 120°. The compounds are fungicides, bactericides, insecticides, nematocides, and miticides, effective against many common species. The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).SDS of cas: 26172-54-3
The Article related to antibacterial isothiazolinone, isothiazolinone antibacterial, pesticidal isothiazolinone, urea pesticidal, carbamoyl isothiazolinone, phenyl carbamoyl isothiazolinone, antibacterial agents, fungicides and other aspects.SDS of cas: 26172-54-3
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com