5021-68-1

Basic information

• Product Name: 4-Thiazolecarboxamide, 5-amino-2-methyl-
• Synonyms: 4-Thiazolecarboxamide, 5-amino-2-methyl-;5-amino-2-methyl-4-Thiazolecarboxamide
• CAS NO: 5021-68-1
• Molecular Formula: C5H7N3OS
• Molecular Weight: 157.19
• Mol File: 5021-68-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 175-177 °C
• Boiling Point: 349.3±22.0 °C(Predicted)
• Appearance: /
• Density: 1.436±0.06 g/cm3(Predicted)
• PKA: 14.77±0.50(Predicted)
• CAS DataBase Reference: 4-Thiazolecarboxamide, 5-amino-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Thiazolecarboxamide, 5-amino-2-methyl-(5021-68-1)
• EPA Substance Registry System: 4-Thiazolecarboxamide, 5-amino-2-methyl-(5021-68-1)

Safety Data

• Hazardous Substances Data: 5021-68-1(Hazardous Substances Data)

Upstream product

• 14056-39-4 acetylaminocyanoacetamide 
• 34407-35-7 Ethyl N-(carbamoylcyanomethyl)acetimidate 
• 5532-53-6 5-acetylamino-2-methyl-thiazole-4-carboxylic acid amide 
• 31785-12-3 2-acetylamino-2-cyano-thioacetamide 
• 31785-16-7 5-amino-2-methyl-thiazole-4-carbonitrile 
• 5021-62-5 2-acetylamino-thiomalonamide 
• 31785-14-5 5-formylamino-2-methyl-thiazole-4-carboxylic acid amide 

Downstream Products

• 5021-52-3 2-Methyl-thiazolo<5,4-d>pyrimidin-5,7-diol 
• 5021-51-2 2-Methyl-thiazolo<5.4-d>pyrimidin-7-ol 

Relevant articles and documents

Synthesis of Compounds Related to 4(5)-Aminoimidazole-5(4)-carboxamides: Part IV - Synthesis of 2-Substituted 5-Aminothiazoles and Reaction of Related Thiazolium and Imidazolium Salts with Bases

N-Cyanomethylimidates (Ia-e) have been reacted with H2S in pyridine.While ethyl N-(ethoxycarbonylcyanomethyl)acetimidate (Ia), ethyl N-(carbamoylcyanomethyl)acetimidate (Ib) and ethyl N-(carbamoylcyanomethyl)benzimidate (Ic) furnish varying amounts of a mixture of ethyl 5-amino-2-methylthiazole-4-carboxylate (IIIa) and ethyl 2-methyl-4(5)-mercaptoimidazole-5(4)-carboxylate (IVa) (in 2:1 ratio), 5-amino-2-methylthiazole-4-carboxamide (IIIb) and 2-methyl-4(5)-mercaptoimidazole-5(4)-carboxamide (IVb) (in 1:1 ratio) and 5-amino-2-phenylthiazole-4-carboxamide (IIIc) and4(5)-mercapto-2-phenylimidazole-5(4)-carboxamide (IVc) (in 1:5 ratio) respectively, the corresponding formimidates (Id,e) furnish the corresponding thiazole derivatives, ethyl 5-aminothiazole-4-carboxylate (IIId) and 5-aminothiazole-4-carboxamide (IIIe) as the sole products.Reaction of ethyl oximinocyanoacetate (VI) with H2S in pyridine in the presence of ethyl orthoformate, however, produces only the imidazole derivative, ethyl 4(5)-mercaptoimidazole-5(4)-carboxylate (IVd).The changing pattern of the products is interpreted in terms of the formation of thiol and thioamide intermediates.Treatment of 5-amino-1-benzyl-4-carboxamido-2,3-dimethylimidazolium toluene-p-sulphonate and 5-amino-4-carboxamido-1,2,3-trimethylimidazolium toluene-p-sulphonate with aq.NaOH or NaOEt in EtOH effects dequaternization to regenerate 5-amino-1-benzyl-2-methylimidazole-4-carboxamide and 1,2-dimethyl analogue respectively, while the 5-amino-4-ethoxycarbonyl-2,3-dimethylthiazolium toluene-p-sulphonate decomposes on warming with NaOEt in EtOH.