4-o-Tolyl-thiazol-2-ylamine Chemical Properties

Melting point:

81-82 °C

Boiling point:

349.7±11.0 °C(Predicted)

Density 

1.219±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

4.34±0.10(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2934999090

4-o-Tolyl-thiazol-2-ylamine Usage And Synthesis

Synthesis

GENERAL STEPS: At room temperature, o-methylacetophenone (0.5 mmol), thiourea (0.5 mmol) and triethylamine (0.5 mmol) were dissolved in acetonitrile (3 mL) in a round bottom flask. Subsequently, carbon tetrabromide (0.5 mmol) was added to the reaction system and the reaction was initiated with stirring. The reaction lasted from 2 to 6 hours, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, water (5 mL) was added to the mixture and extracted with ethyl acetate (3 x 5 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to obtain the crude product. Finally, the crude product was purified by silica gel column chromatography using a gradient mixture of hexane/ethyl acetate as eluent to obtain analytically pure 2-amino-4-o-tolylthiazole.

References

[1] Tetrahedron Letters, 2015, vol. 56, # 41, p. 5623 - 5627
[2] European Journal of Medicinal Chemistry, 2013, vol. 66, p. 305 - 313
[3] Journal of the American Chemical Society, 1950, vol. 72, p. 3722
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 23, p. 5428 - 5431
[5] Chemical Biology and Drug Design, 2017, vol. 90, # 5, p. 778 - 790

4-o-Tolyl-thiazol-2-ylamine (5330-79-0)Related Product Information

• 2-(2-ANILINO-1,3-THIAZOL-4-YL)BENZENECARBOXYLIC ACID
• 4-(2,4-DIMETHYL-PHENYL)-THIAZOL-2-YLAMINE
• ETHYL 2-(2-AMINO-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• 7-METHOXY-4,5-DIHYDRONAPHTHO[1,2-D][1,3]THIAZOL-2-AMINE HYDROBROMIDE
• ETHYL 2-(2-([3-(TRIFLUOROMETHYL)BENZOYL]AMINO)-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(([(2-CHLORO-6-FLUOROBENZYL)OXY]IMINO)METHYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• (4-(2,4-DIMETHYLPHENYL)(2,5-THIAZOLYL))PHENYLAMINE
• ETHYL 2-(2-ANILINO-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(2-FURYLCARBONYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(([(4-NITROBENZYL)OXY]IMINO)METHYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(2-THIENYLCARBONYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-([(4-CHLOROPHENYL)SULFONYL]AMINO)-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-[2-(([3-(TRIFLUOROMETHYL)ANILINO]CARBONYL)AMINO)-1,3-THIAZOL-4-YL]BENZENECARBOXYLATE
• ETHYL 2-[2-(3,4-DICHLOROANILINO)-1,3-THIAZOL-4-YL]BENZENECARBOXYLATE
• ETHYL 2-[2-(([3-(2-CHLORO-6-FLUOROPHENYL)-5-METHYL-4-ISOXAZOLYL]CARBONYL)AMINO)-1,3-THIAZOL-4-YL]BENZENECARBOXYLATE
• ETHYL 2-(2-([(3-CHLOROANILINO)CARBONYL]ANILINO)-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(4-METHOXYBENZOYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE
• ETHYL 2-(2-[(([(3-CHLOROBENZYL)OXY]IMINO)METHYL)AMINO]-1,3-THIAZOL-4-YL)BENZENECARBOXYLATE