Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate

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Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate Basic information
Product Name:Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate
Synonyms:Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate;4-Thiazoleacetic acid, 2-amino-5-methyl-, methyl ester;Methyl 2-(2-amino-5-methylthiazol-4-yl)acetat
CAS:259654-73-4
MF:C7H10N2O2S
MW:186.23
EINECS:
Product Categories:
Mol File:259654-73-4.mol
Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate Structure
Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate Chemical Properties
Boiling point 324.2±27.0 °C(Predicted)
density 1.297±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka4.21±0.10(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
MSDS Information
Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate Usage And Synthesis
Synthesis
Carbamimidothioic acid

17356-08-0

METHYL 4-BROMO-3-OXOPENTANOATE

105983-77-5

Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate

259654-73-4

General procedure for the synthesis of methyl 2-(2-amino-5-methyl-4-thiazolyl)acetate from the compound (CAS: 17356-08-0) and methyl 4-bromo-3-oxopentanoate: To a solution of bromide (18 g, 86 mmol) in toluene (100 mL) prepared in step 1 was added thiourea (10.5 g, 138 mmol). The reaction mixture was heated to 100 °C and held for 1 h. Subsequently, it was cooled to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in dichloromethane (100 mL), saturated sodium bicarbonate solution (75 mL) was added and the mixture was stirred vigorously for 10 minutes. The organic layer was separated, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. Subsequently, the residue was recrystallized by dichloromethane/hexane solvent mixture to give the target product (10 g, 63% yield) as a white solid. The product (C7H10N2O2S) was characterized by the following data: LC-MS, retention time 0.76 min, (M+H)+ m/z 187.0; 1H NMR (CDCl3): δ 2.23 (s, 3H), 3.70 (s, 2H), 3.75 (s, 3H), 4.83-4.95 (wide s, 2H).

References[1] Patent: WO2004/11446, 2004, A1. Location in patent: Page 90
[2] Patent: US2018/153859, 2018, A1. Location in patent: Paragraph 0548; 0549
[3] Patent: US2018/153860, 2018, A1. Location in patent: Paragraph 0550; 0551
Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate Preparation Products And Raw materials
Raw materialsCarbamimidothioic acid-->Methyl 4-bromo-3-oxopentanoate
Tag:Methyl 2-(2-AMino-5-Methyl-4-thiazolyl)acetate(259654-73-4) Related Product Information
Methyl 2-amino-4-thiazoleacetate Ethyl 2-amino-4-thiazoleacetate 4-Thiazoleethanol, 2-amino-5-methyl- ethyl 2-(2-amino-5-methylthiazol-4-yl)acetate Methyl 2-(2-amino-5-ethyl-1,3-thiazol-4-yl)acetate 4-Thiazoleacetic acid, 2-(methylamino)-, methyl ester