On January 24, 1969, Lewis, Sheldon Noah; Miller, George Allen published a patent.Computed Properties of 26172-54-3 The title of the patent was Pesticidal 3-isothiazolones and 3-hydroxyisothiazoles. And the patent contained the following:
The title compounds (I) and (II) showing-interesting activity against bacteria, algae, and mycetes are prepared by cyclization of appropriate dithiodipropionamides. To a mixture of 20.8 g (SCH2CH2CONH2)2 in (CH2Cl)2 at 10-5° was added dropwise over 2 hr 42.5 g SO2Cl2, the mixture then kept at 25-30° f or 16 hr, to give 4 g I (R1 = H, R2 = Cl) (II), m. 95-6°. Continuous extraction of the aqueous filtrate with Et2O gave 11.1 g I (R1 = R2 = H), m. 75-6° (C6H6-hexane). Similar treatment of 70.9 g (SCH2CH2CONHMe)2 with 121.5 g SOCl2 in 1 l. (CH2Cl)2 gave 37.1 g. insoluble III (R1 = Me, R2 = R3 = H).HCl (IV) from which the base could be obtained by extraction from H2O with Et2O. Concentration of the organic filtrate gave after filtration 30.5 g less pure IV, and the filtrate finally gave 24.7 g oil sublimed at 40-60°/l mm to yield 11.5 g III (R1 = Me, R2 = H, R3 = Cl), m. 44-7°. By similar methods were prepared III (R1 = 3,4-Cl2C6H3, R2 = Me, R3 = H), m. 161-3° (AcOEt), III (R1 = CONHEt, R2 = R3 = H), m. 97-101° (C6H6-ligroine), I (R1 = Me, R2 = Cl), m. 122°, and I ( R1 = Me, R2 = H), m. 100-50° (from dithiodiisobutyra-mide). To a solution of 6.8 g II in 100 ml AcOEt at 0° was added 8 g Br in 25 ml AcOEt. The mixture was allowed to reach room temperature to give 8.7 g I (R1 = Br, R2 = Cl), m. 145-7°. Treatment of 5.1 g II in 100 ml AcOEt with 6.75 g SOCl2 over 20 mi n at 60° gave 3.2 g I (R1 = R2 = Cl), m. 151-4° (C6H6-EtOH). The experimental process involved the reaction of 2-Methylisothiazol-3(2H)-one hydrochloride(cas: 26172-54-3).Computed Properties of 26172-54-3
2-Methylisothiazol-3(2H)-one hydrochloride(cas:26172-54-3) belongs to isothiazoles. Isothiazoles and benzisothiazoles are usually liquids or low-melting-point solids; polar substituents increase the melting points because of the possibility of hydrogen bonding and other interactions in the crystalline state.Computed Properties of 26172-54-3
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com