ChemicalBook CAS DataBase List 2-Methyl-4-isothiazolin-3-one

2-Methyl-4-isothiazolin-3-one synthesis

8synthesis methods

Product Name:2-Methyl-4-isothiazolin-3-one
CAS Number:2682-20-4
Molecular formula:C4H5NOS
Molecular Weight:115.15

Methylisothiazolinone (MIT)is prepared by cyclization of cis-N-methyl-3-thiocyanoacrylamide: NCSCH=CHC(O)NHCH3?SCH=CHC(O)NCH3+HCN

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Yield:2682-20-4 92%

Reaction Conditions:

with chlorine in chloroform;lithium hydroxide monohydrate;N,N-dimethyl-formamide at 10 - 65;

Steps:

Example:

N,N'-dimethyl-3,3'-dithiodipropionamide, chloroform and DMF were put into the premix beating tank at a weight ratio of 1:4:0.2, and after uniform mixing, the pump was used to control a certain flow rate for delivery Enter the first-stage tubular reactor, pass chlorine gas at the inlet of the tubular reactor, control the introduction speed of chlorine gas, chlorine gas: N,N'-dimethyl-3,3'-dithiodipropionamide= 0.12:1, in the first stage, the chlorination temperature is controlled at 10-15°C, and the materials are mixed in the tube for 3-5 minutes. The first-stage chlorination reaction liquid enters the second-stage tubular reactor, and chlorine gas is introduced at the inlet of the tubular reactor to control the introduction speed of chlorine gas. This part of chlorine gas: N,N'-dimethyl-3,3'-dithiodipropionamide=0.75:1, the second-stage tubular reactor jacket is passed through 40°C hot water, the second-stage chlorination temperature is controlled at 35-45°C, and the materials are mixed in the tube for 10-20 minutes. The second-stage chlorination reaction liquid enters the third-stage tubular reactor, and the third-stage temperature is controlled at 60-65 °C, and the materials are mixed and stayed in the tube for 3-5 minutes. The above-mentioned materials that have completed the reaction directly enter the gas-liquid separator to separate hydrogen chloride, the reaction solution is cooled and then centrifuged, washed with a small amount of chloroform to obtain MIT hydrochloride, and then neutralized, layered, distilled, compounded and other processes to obtain 50% The content of MIT aqueous solution; wherein the normalized content of MIT liquid chromatography (HPLC) is more than 99.99%, the content of CIT liquid chromatography external standard method is less than 40ppm, and the continuous production yield is 92%.

References:

CN113651769,2021,A Location in patent:Paragraph 0030; 0044-0050

288-16-4 Synthesis