Hydrazinecarboxylic acid, ethyl ester → HCID 136138544, compound

HRID 1863384Notes

Reaction equation

HRID 1863384 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)C.C(O)(=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 702EthanolCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 10.25 gm. of 5-methyl-2-phenyl-4-imidazolecarboxaldehyde and 5.72 gm. of ethyl carbazate in 30 ml. of ethanol containing one drop of acetic acid is boiled for 30 minutes. The mixture is dooled to 0° C. and concentrated under an air stream on a steam bath. A 50 ml. portion of carbon tetrachloride is added and the mixture is cooled to 0° C. overnight. The solid is collected giving the desired product, m.p. 209°-211° C.

Workup

  1. additionA mixture of 10.25 gm
  2. customis dooled to 0° C.
  3. concentrationconcentrated under an air stream on a steam bath
  4. additionportion of carbon tetrachloride is added
  5. customThe solid is collected

Sources & evidence

ORD record
ord-c7fd606438ce4e34a15c1bf0dd7f0732
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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