Carbamimidoyl-acetic acid ethyl ester → HCID 86733220, compound

HRID 328226Notes

Reaction equation

HRID 328226 reaction equation
[N:1]([C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=O)=[N+:2]=[N-:3].[CH2:12]([O:14][C:15](=[O:20])[CH2:16][C:17](=[NH:19])[NH2:18])[CH3:13]>C(O)C>[CH2:12]([O:14][C:15]([C:16]1[CH:6]([C:5]2[CH:8]=[CH:9][CH:10]=[CH:11][C:4]=2[N:1]=[N+:2]=[N-:3])[C:16]([C:15]([O:14][CH2:12][CH3:13])=[O:20])=[C:17]([NH2:18])[NH:19][C:17]=1[NH2:18])=[O:20])[CH3:13]

Participants

4

Reactant 2

HCID 4599837Carbamimidoyl-acetic acid ethyl esterHCID 108880602-azidobenzaldehyde

Product 1

HCID 86733220HCID 86733220, compoundYield 46%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Upon heating a solution of 7.3 g 2-azidobenzaldehyde and 13.0 g amidinoacetic acid ethyl ester in 150 ml ethanol for two hours, 2,6-diamino-4-(2-azidophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester of m.p. 250° C (ethanol) is obtained.

Sources & evidence

ORD record
ord-5eb7cce79a60469d9aedda1722c315d6
Source dataset
uspto-grants-1977_04
Patent number
US04016277

Reaction notes

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