Hydrazinecarboxylic acid, ethyl ester → HCID 20326513, compound

HRID 372702Notes

Reaction equation

HRID 372702 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[N:14][C:13](Cl)=[CH:12][C:11]=2[CH3:17])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:18]([O:22][CH2:23][CH3:24])(=[O:21])[NH:19][NH2:20]>C(O)CCC>[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[N:15]=[N:14][C:13]([NH:20][NH:19][C:18]([O:22][CH2:23][CH3:24])=[O:21])=[CH:12][C:11]=2[CH3:17])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 20398287HCID 20398287, compound

Product 1

HCID 20326513HCID 20326513, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A 2.49 g. portion of 6-(m-nitrophenyl)-5-methyl-3-chloropyridazine and 2.18 g. of ethyl carbazate in 50 ml. of butyl alcohol are stirred at reflux for 4 hours. The reaction mixture is concentrated free of solvent and the concentrate is shaken with ether and water. The resulting solid is recovered by filtration, washed with water and ether and dried, yielding ethyl 3-[6-(m-nitrophenyl)-5-methyl-3-pyridazinyl]carbazate as a cream colored solid, m.p. 186°-187° C.

Workup

  1. temperatureat reflux for 4 hours
  2. concentrationThe reaction mixture is concentrated free of solvent
  3. filtrationThe resulting solid is recovered by filtration
  4. washwashed with water and ether
  5. customdried

Sources & evidence

ORD record
ord-7682626f04e14bdf99ffdf7421ac47f1
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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