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ChemicalBook CAS DataBase List 4-AMINO-2-METHYLTHIOTHIAZOLE-5-CARBONITRILE

4-AMINO-2-METHYLTHIOTHIAZOLE-5-CARBONITRILE synthesis

4synthesis methods
10191-61-4 Synthesis
CYANIMIDODITHIOCARBONIC ACID MONOMETHYL ESTER MONOPOTASSIUM SALT

10191-61-4
46 suppliers
$82.00/1g

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Yield:-

Reaction Conditions:

Stage #1: potassium S-methyl N-cyanocarbamodithioate;chloroacetonitrile in acetone at 0 - 20; for 1 h;
Stage #2: with triethylamine in acetone at 20; for 72 h;

Steps:

1

Chloroacetonitrile (21.1 ml, 333 mmol) was added to a solution of potassium methyl N-cyanodithioimidocarbonate Compound Ia (51.6 g, 303 mmol) at 0 0C in acetone (500 mL). After stirring for 1 hr at ambient temperature, triethylamine (12.7 ml, 90.9 mmol) was added to the reaction mixture. The reaction was stirred for 72 hrs. 4-amino-2-methylsulfanyl-thiazole-5-carbonitrile Compound Ib (52 g) was collected by filtration then sequentially rinsed with water and methylene chloride. 1H NMR (DMSOd6) δ 7.21 (br s, 2H), 2.67 (s, 3H). MS 172 (MH+).

References:

WO2007/19191,2007,A2 Location in patent:Page/Page column 49-50