20544-67-6

Upstream product

• 78607-37-1 1-methyl-3,4-dimethoxycarbonyl-2-pyrazoline 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 53709-32-3 3-(Dimethylamino)-4-(phenylthio)sydnon 

Downstream Products

• 98688-28-9 1-methyl-3-<(2-methoxyethyl)carbamoyl>-N-phenyl-4-(n-propylcarbamoyl)pyrazole-5-carboxamide 
• 98688-26-7 1-methyl-3-(methoxycarbonyl)-N-phenyl-4-(n-propylcarbamoyl)pyrazole-5-carboxamide 
• 98688-27-8 1-methyl-5-(phenylcarbamoyl)-4-(n-propylcarbamoyl)pyrazole-3-carboxylic acid 
• 98688-23-4 1-methyl-3,4-bis(methoxycarbonyl)-N-phenylpyrazole-5-carboxamide 
• 98688-24-5 1-methyl-3-(methoxycarbonyl)-5-(phenylcarbamoyl)pyrazole-4-carboxylic acid 
• 98688-25-6 4-Chlorocarbonyl-1-methyl-5-phenylcarbamoyl-1H-pyrazole-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Neue thermische Reaktionen von 3 Amino- und 4-(Phenylthio)sydnonen mit Alkinen und Alkenen

As cyclic azomethine imines, the 3-aminosydnones 1a - c, e - h react at 80 - 160 deg C with dimethyl acetylenedicarboxylate via non-isolable primary adducts 3 with evolution of carbon dioxide to produce the 1-aminopyrazoles 2a, c, d, e - h (yield 70 - 2percent) of table 1.Surprisingly, the analogous reactions of 1a, e proceed also with formation of the 1,2-oxazin-6-one derivative 4 as a result of an amino nitrene elimination from the primary adduct 3 which competes with the carbon dioxide elimination.In some cases, the 1-methylpyrazole 13, the pyridinetetracarboxylic ester18, as well as the benzothiophene derivative 19 are also isolable.Furthermore, the reactions of 1 with diphenylacetylene, styrene and dimethyl fumarate are described.

ON THE REACTIVITY OF 3,4-DIMETHOXYCARBONYL-2-PYRAZOLINES WITH DIMETHYL ACETYLENEDICARBOXYLATE

The title pyrazolines react with dimethyl acetylenedicarboxylate to give 1-alkyl-3,4,5-trimethoxycarbonylpyrazoles.