Ammonium Hydroxide → Ethyl 3-(5-methyl-6-phenyl-3-pyridazinyl)carbazate

HRID 372714Notes

Reaction equation

HRID 372714 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11]([NH:14][NH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][C:9]=2[CH3:21])=[CH:4][CH:3]=1.[OH-].[NH4+].[H][H]>[Pd].C(O)C>[CH3:21][C:9]1[CH:10]=[C:11]([NH:14][NH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:12]=[N:13][C:8]=1[C:5]1[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 20326503Ethyl 3-[6-(p-bromophenyl)-5-methyl-3-pyridazinyl]carbazateHCID 178418361HCID 178418361, compound

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A 4.0 g. portion of ethyl 3-[6-(p-bromophenyl)-5-methyl-3-pyridazinyl]carbazate and 0.9 g. of 10% palladium on carbon catalyst in 100 ml. of ethanol and 50 ml. of ammonium hydroxide is shaken under 40 lb. of hydrogen pressure for 4 hours with external heating of the bottle by means of a heated jacket. The reaction mixture is suction filtered and the filtrate is concentrated to a light yellow oil which is scratched with petroleum ether to give a white solid, m.p. 142°-145° C.

Workup

  1. filtrationfiltered
  2. concentrationthe filtrate is concentrated to a light yellow oil which
  3. customto give a white solid, m.p. 142°-145° C.

Sources & evidence

ORD record
ord-904395718bfe4d76b2ba1261f441db63
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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