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2-Amino-4-chloromethythiazole hydrochloride

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CAS:59608-97-8
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CAS:59608-97-8
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CAS:59608-97-8
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Products Intro: Product Name:2-Amino-4-chloromethythiazole hydrochloride
CAS:59608-97-8

2-Amino-4-chloromethythiazole hydrochloride manufacturers

2-Amino-4-chloromethythiazole hydrochloride Basic information
Product Name:2-Amino-4-chloromethythiazole hydrochloride
Synonyms:2-AMINO-4-(CHLOROMETHYL)THIAZOLE HCI;2-thiazolamine, 4-(chloromethyl)-;4-(chloromethyl)-1,3-thiazol-2-amine hydrochloride;4-(Chloromethyl)-1,3-thiazol-2-ylamine hydrochloride;2-AMino-4-chloroMethythiazole, HCl;2-ThiazolaMine,4-(chloroMethyl)-, hydrochloride;2-AMINO-4-(CHLOROMETHYL)THIAZOLE HCL;2-AMINO-4-(CHLOROMETHYL)THIAZOLE HYDROCHLORIDE
CAS:59608-97-8
MF:C4H6Cl2N2S
MW:185.07
EINECS:690-456-2
Product Categories:Thiazole
Mol File:59608-97-8.mol
2-Amino-4-chloromethythiazole hydrochloride Structure
2-Amino-4-chloromethythiazole hydrochloride Chemical Properties
Melting point 141-143 °C(Solv: ethanol (64-17-5))
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form solid
AppearanceWhite to off-white Solid
CAS DataBase Reference59608-97-8(CAS DataBase Reference)
EPA Substance Registry System2-Thiazolamine, 4-(chloromethyl)-, monohydrochloride (59608-97-8)
Safety Information
Hazard Codes Xi
Risk Statements 43
Safety Statements 36/37
HazardClass IRRITANT
HS Code 2934100090
MSDS Information
2-Amino-4-chloromethythiazole hydrochloride Usage And Synthesis
Uses2-Amino-4-chloromethyl thiazole hydrochloride is an α-thiophene derivative, which is widely used in synthetic medicines, pesticides, dyes, chemical reagents, polymer additives, etc.
Synthesis
Carbamimidothioic acid

17356-08-0

1,3-Dichloroacetone

534-07-6

2-Amino-4-chloromethythiazole hydrochloride

59608-97-8

The general procedure for the synthesis of 2-amino-4-chloromethylthiazole hydrochloride from the compound (CAS: 17356-08-0) and 1,3-dichloroacetone was carried out as follows: a mixture of 1,3-dichloroacetone (380.9 g, 3 mol), thiourea (228.3 g, 3 mol), and isopropanol (3.6 L) was stirred at 40 °C in an inert atmosphere until a clarified solution. Subsequently, the reaction mixture was continued to be stirred at room temperature overnight to induce crystallization of the product. Upon completion of the reaction, the mixture was cooled to -20 °C to promote complete crystallization and the product was subsequently isolated by filtration. The resulting crystals were washed with cold isopropanol (0.4 L) and finally dried under vacuum to afford 2-amino-4-chloromethylthiazole hydrochloride as white crystals (408 g, 73.5% yield).

References[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 21, p. 9686 - 9720
[2] Patent: WO2009/15193, 2009, A1. Location in patent: Page/Page column 44
[3] Bollettino Chimico Farmaceutico, 1995, vol. 134, # 11, p. 639 - 643
[4] Patent: WO2008/11191, 2008, A1. Location in patent: Page/Page column 36
[5] Patent: EP3018125, 2016, A1. Location in patent: Paragraph 0753-0755
2-Amino-4-chloromethythiazole hydrochloride Preparation Products And Raw materials
Raw materialsCarbamimidothioic acid-->1,3-Dichloroacetone
Preparation Products(2-AMINOTHIAZOL-4-YL)METHANOL-->2-Amino-4-methylthiazole-->4-(MORPHOLIN-4-YLMETHYL)-1,3-THIAZOL-2-AMINE
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