ChemicalBook--->CAS DataBase List--->59608-97-8

59608-97-8

59608-97-8 Structure

59608-97-8 Structure
IdentificationMore
[Name]

2-Amino-4-chloromethythiazole hydrochloride
[CAS]

59608-97-8
[Synonyms]

2-AMINO-4-(CHLOROMETHYL)THIAZOLE HCL
2-AMINO-4-(CHLOROMETHYL)THIAZOLE HYDROCHLORIDE
2-AMINO-4-CHLOROMETHYTHIAZOLE HYDROCHLORIDE
4-CHLOROMETHYL-THIAZOL-2-YLAMINE HYDROCHLORIDE
2-Amino-4-(chloromethyl)-1,3-thiazole hydrochloride
2-AMINO-4-(CHLOROMETHYL)THIAZOLE HCI
[EINECS(EC#)]

690-456-2
[Molecular Formula]

C4H6Cl2N2S
[MDL Number]

MFCD00035215
[Molecular Weight]

185.07
[MOL File]

59608-97-8.mol
Chemical PropertiesBack Directory
[Melting point ]

141-143 °C(Solv: ethanol (64-17-5))
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

solid
[Appearance]

White to off-white Solid
[InChI]

1S/C4H5ClN2S.ClH/c5-1-3-2-8-4(6)7-3;/h2H,1H2,(H2,6,7);1H
[InChIKey]

NMAKJOWVEDTHOA-UHFFFAOYSA-N
[SMILES]

NC1=NC(CCl)=CS1.Cl
[CAS DataBase Reference]

59608-97-8(CAS DataBase Reference)
[EPA Substance Registry System]

59608-97-8(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H317-H319
[Precautionary statements ]

P280-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

43
[Safety Statements ]

36/37
[WGK Germany ]

WGK 3
[TSCA ]

TSCA listed
[HazardClass ]

IRRITANT
[HS Code ]

2934100090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Sens. 1
Hazard InformationBack Directory
[Uses]

2-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
Spectrum DetailBack Directory
[Spectrum Detail]

2-Amino-4-chloromethythiazole hydrochloride(59608-97-8)1HNMR
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