5-Bromo-4-methyl-thiazol-2-amine Chemical Properties

Melting point:

105-108.5 °C (decomp)

Boiling point:

298.3±20.0 °C(Predicted)

Density 

1.806±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

solubility 

DMSO (Sparingly)

form 

Solid

pka

4.55±0.10(Predicted)

color 

Very Dark Brown

Safety Information

Hazard Codes 

Xi

Risk Statements 

41

Safety Statements 

26-39

HS Code 

2934100090

5-Bromo-4-methyl-thiazol-2-amine Usage And Synthesis

Uses

5-Bromo-4-methyl-1,3-thiazol-2-amine is used in the synthesis of poly(4-(p-alkoxystyryl)thiazole)s for solar cells.

Synthesis

Step 1: Synthesis of 2-amino-5-bromo-4-methylthiazole A solution of bromine in chloroform (consisting of 66.7 mL (1.30 mol) of Br2 in 1000 mL of CHCl3) was slowly added dropwise to 120 g (1.05 mol) of 2-amino-4-methylthiazole dissolved in 2300 mL of CHCl3 while stirring continuously. Precipitation generation was observed during the dropwise addition. The reaction mixture was stirred continuously at room temperature for 48 hours. Upon completion of the reaction, the reaction mixture was filtered and the solid product was collected. The solid product was washed sequentially with dichloromethane and pentane to remove impurities. Subsequently, hydrobromide was dissolved in 2000 mL of water and the pH was adjusted to alkaline by adding 850 mL of 10% aqueous sodium bicarbonate. The aqueous phase was extracted with dichloromethane and the organic phases were combined and dried with anhydrous sodium sulfate. After removing the solvent by distillation under reduced pressure, a brown crystalline product was obtained. Yield: 155 g (crude yield: 76%). Melting point: 112-113 °C. 1H NMR (δ ppm, DMSO): 2.05 (s, 3H, CH3); 7.15 (s, 2H, NH2).

References

[1] Patent: US5322846, 1994, A
[2] Chemische Berichte, 1939, vol. 72, p. 1470,1474
[3] Bulletin de la Societe Chimique de France, 1954, p. 1048,1052
[4] Patent: US2457078, 1944,
[5] Chemische Berichte, 1939, vol. 72, p. 1470,1474

5-Bromo-4-methyl-thiazol-2-amine(3034-57-9)Related Product Information

• 5-BROMO-4-(TERT-BUTYL)-1,3-THIAZOL-2-AMINE HYDROBROMIDE
• Methyl 2-amino-5-bromothiazole-4-carboxylate
• Ethyl 2-amino-5-bromothiazole-4-carboxylate
• 2-AMINO-5-BROMO-4-METHYLTHIAZOLE HYDROCHLORIDE
• 4-Methylthiazole
• N-(5-BROMO-4-METHYL-1,3-THIAZOL-2-YL)GUANIDINE
• 5-BROMO-4-TERT-BUTYL-1,3-THIAZOL-2-AMINE
• 2-AMINO-5-(BROMOTHIAZOL-4-YL)OXOACETIC ACID METHYL ESTER
• 2-AMINO-5-BROMOTHIAZOLE-4-CARBOXYLIC ACID
• N-(5-BROMO-4-FORMYL-1,3-THIAZOL-2-YL)ACETAMIDE
• N-BOC-2-AMINO-5-BROMOTHIAZOLE-4-CARBOXYLIC ACID
• 2-AMINO-4-BROMO-5-METHYLTHIAZOLE
• 2-NITROBENZALDEHYDE (5-BROMO-4-PHENYL-1,3-THIAZOL-2-YL)HYDRAZONE
• N-[5-BROMO-4-(TERT-BUTYL)-1,3-THIAZOL-2-YL]-N'-PHENYLUREA
• TOSLAB 13257
• 5-BROMO-2-[(2E)-2-(1-PHENYLETHYLIDENE)HYDRAZINO]-1,3-THIAZOLE-4-CARBOXYLIC ACID
• N-(5-BROMO-4-FORMYL-1,3-THIAZOL-2-YL)-N-[3-(TRIFLUOROMETHYL)PHENYL]ACETAMIDE
• 5-BROMO-2-TERT-BUTOXYCARBONYLAMINOTHIAZOLE-4-CARBOXYLIC ACID METHYL ESTER