Hydrazinecarboxylic acid, ethyl ester → Ethyl 3-(5-methyl-6-phenyl-3-pyridazinyl)carbazate

HRID 372713Notes

Reaction equation

HRID 372713 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4](Cl)[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[NH:16][NH2:17]>C(O)CCC>[CH3:1][C:2]1[CH:3]=[C:4]([NH:17][NH:16][C:15]([O:19][CH2:20][CH3:21])=[O:18])[N:5]=[N:6][C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 64097906-Chloro-4-methyl-3-phenylpyridazine

Product 1

HCID 20326540Ethyl 3-(5-methyl-6-phenyl-3-pyridazinyl)carbazate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A 10.0 g. portion of 5-methyl-6-phenyl-3-chloropyridazine, 10.02 g. of ethyl carbazate and 150 ml. of butyl alcohol are stirred at reflux for 4 hours. The reaction mixture is concentrated free of butyl alcohol and the concentrate is placed in cold water containing a small amount of ethyl and scratched. The resulting solid is filtered, washed with water, recrystallized from a mixture of chloroform and petroleum ether and dried in vacuo giving a white solid, mp 143°-145° C.

Workup

  1. temperatureat reflux for 4 hours
  2. concentrationThe reaction mixture is concentrated free of butyl alcohol
  3. filtrationThe resulting solid is filtered
  4. washwashed with water
  5. customrecrystallized from a mixture of chloroform and petroleum ether
  6. customdried in vacuo
  7. customgiving a white solid, mp 143°-145° C.

Sources & evidence

ORD record
ord-511ae0568d7e4ef39438785c2af824db
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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