Hydrazinecarboxylic acid, ethyl ester → HCID 20326497, compound

HRID 372705Notes

Reaction equation

HRID 372705 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[N:13][C:12](Cl)=[CH:11][C:10]=2[CH3:16])=[CH:5][CH:4]=1)#[N:2].[C:17]([O:21][CH2:22][CH3:23])(=[O:20])[NH:18][NH2:19]>C(O)CCC>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:14]=[N:13][C:12]([NH:19][NH:18][C:17]([O:21][CH2:22][CH3:23])=[O:20])=[CH:11][C:10]=2[CH3:16])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 13424594HCID 13424594, compound

Product 1

HCID 20326497HCID 20326497, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 2.29 g. of 6-(p-cyanophenyl)-5-methyl-3-chloropyridazine and 2.18 g. of ethyl carbazate in 50 ml. of n-butyl alcohol is prepared. This solution is stirred and heated at reflux temperature for 4 hours. The reaction mixture is cooled to room temperature and the solvent removed on a rotating evaporator. Water is added to the residue and the resulting solid filtered, washed with water, ether and dried. The product is recrystallized from ethanol, m.p. 189°-191° C.

Workup

  1. additionA mixture of 2.29 g
  2. temperatureheated
  3. temperatureat reflux temperature for 4 hours
  4. customthe solvent removed on a rotating evaporator
  5. additionWater is added to the residue
  6. filtrationthe resulting solid filtered
  7. washwashed with water, ether
  8. customdried
  9. customThe product is recrystallized from ethanol, m.p. 189°-191° C.

Sources & evidence

ORD record
ord-75d4135394fb42d0968b062b6d49209b
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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