Hydrazinecarboxylic acid, ethyl ester → HCID 20326489, compound

HRID 372719Notes

Reaction equation

HRID 372719 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([C:9]2[N:14]=[N:13][C:12](Cl)=[CH:11][C:10]=2[CH3:16])[CH:6]=[CH:7][CH:8]=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:4]=[C:5]([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:6]=[CH:7][CH:8]=1)#[N:2]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 127268433-(6-Chloro-4-methyl-3-pyridazinyl)benzonitrile

Product 1

HCID 20326489HCID 20326489, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A 3.15 g. portion of 6-(m-cyanophenyl)-5-methyl-3-chloropyridazine and 2.85 g. of ethyl carbazate in 50 ml. of butanol is stirred at reflux temperature for 4 hours. The mixture is concentrated free of solvent and the oily concentrate is triturated with water and a little ether. The resulting solid is recovered by filtration, air dried and recrystallized several times from ethanol giving a white solid, m.p. 189°-190° C.

Workup

  1. temperatureat reflux temperature for 4 hours
  2. concentrationThe mixture is concentrated free of solvent
  3. concentrationthe oily concentrate
  4. customis triturated with water
  5. filtrationThe resulting solid is recovered by filtration, air
  6. customdried
  7. customrecrystallized several times from ethanol giving a white solid, m.p. 189°-190° C.

Sources & evidence

ORD record
ord-04798d6cac134693b2a78f06c085d6bc
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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