Hydrazinecarboxylic acid, ethyl ester → HCID 136138544, compound

HRID 1704190Notes

Reaction equation

HRID 1704190 reaction equation
[CH3:1][C:2]1[NH:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH:13]=O.[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[NH:16][NH2:17]>C(O)(=O)C.C(O)C>[CH2:20]([O:19][C:15](=[O:18])[NH:16][N:17]=[CH:13][C:3]1[N:4]=[C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[NH:6][C:2]=1[CH3:1])[CH3:21]

Participants

5

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 135486495-Methyl-2-phenyl-1H-imidazole-4-carbaldehyde

Product 1

HCID 136138544HCID 136138544, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 5-methyl-2-phenyl-4imidazolecarboxaldehyde (10.25 g), ethyl carbazate (5.72 g) and ethanol (30 ml) containing 1 drop of acetic acid is heated at the boil for 30 minutes. The mixture is then concentrated under an air stream on a steam bath. Next, carbon tetrachloride (50 ml) is added and the mixture cooled at 0° C overnight. The solid is collected giving the title product, m.p. 209°-211° C.

Workup

  1. temperatureis heated at the boil for 30 minutes
  2. concentrationThe mixture is then concentrated under an air stream on a steam bath
  3. additionNext, carbon tetrachloride (50 ml) is added
  4. customThe solid is collected

Sources & evidence

ORD record
ord-c91b035417034a94b19637986f8657e7
Source dataset
uspto-grants-1978_11
Patent number
US04126444

Reaction notes

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