ethyl (E)-2-cyano-3-hydrazino-2-propenoylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】63577

【品名】ethyl (E)-2-cyano-3-hydrazino-2-propenoylcarbamate

【CA登记号】

【分子式】C₇H₁₀N₄O₃

【分子量】198.18156

【元素组成】C 42.42% H 5.09% N 28.27% O 24.22%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(V)

Cyanoacetic acid (I) is condensed with urethane (II) in hot Ac2O to afford N ethoxycarbonyl-cyanoacetamide (III). Subsequent reaction of (III) with triethyl orthoformate yields alpha-cyano-beta-ethoxy-N-ethoxycarbonyl-acrylamide (IV). The ethoxy group of (IV) is then displaced with hydrazine hydrate in EtOH to produce the hydrazino acrylamide (V). Finally, thermal cyclization of (V) gives rise to the title pyrazolopyrimidine (1, 2).

参考文献中间体

合成目标

【1】 Hildick, B.G.; Shaw, G.; Purines, pyrimidines, and imidazoles. Part XXXVII. Some new syntheses of pyrazolo[3,4-d]pyrimidines, including allopurinol. J Chem Soc 1971, 9, 1610.
【2】 Shaw, G.; Baildon, S.; Lees, P. Sr.; Process for the preparation of biologically active cpds. as well as novel cpds.. DE 1814082 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	12591	Cyanoacetic Acid; 2-Cyanoacetic acid	372-09-8	C₃H₃NO₂	详情	详情
(II)	24199	Ethyl carbamate; Urethane	51-79-6	C₃H₇NO₂	详情	详情
(III)	48249	ethyl 2-cyanoacetylcarbamate		C₆H₈N₂O₃	详情	详情
(IV)	63576	ethyl (E)-2-cyano-3-ethoxy-2-propenoylcarbamate		C₉H₁₂N₂O₄	详情	详情
(V)	63577	ethyl (E)-2-cyano-3-hydrazino-2-propenoylcarbamate		C₇H₁₀N₄O₃	详情	详情

Extended Information