Ammonia → HCID 13060020, compound

HRID 1606565Notes

Reaction equation

HRID 1606565 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:11]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:10][C:9]([C:17](OCC)=[O:18])=[N:8]2)=[CH:4][CH:3]=1.[NH3:24]>CO>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][N:7]2[C:11]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])=[CH:10][C:9]([C:17](=[O:18])[NH2:24])=[N:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 21543828HCID 21543828, compound

Product 1

HCID 13060020HCID 13060020, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

A mixture consisting of 6.7 g of 1-(p-chlorobenzyl)-3-ethoxycarbonyl-5-n-butoxypyrazole, 30 ml of a 28% aqueous ammonia solution and 30 ml of methanol was placed in an autoclave and heated at a temperature of 60°C for 2 hours. After completion of the reaction, the solvent was removed by distillation and the residue was recrystallized from methanol-petroleum ether to give 5.3 g (86.2% yield) of 1-(p-chlorobenzyl)-3-carbamoyl-5-n-butoxypyrazole as colorless needles having a melting point of 137° - 138°C.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was removed by distillation
  3. customthe residue was recrystallized from methanol-petroleum ether

Sources & evidence

ORD record
ord-b2afcc028beb43f4b0be40637ca104cc
Source dataset
uspto-grants-1976_04
Patent number
US03953467

Reaction notes

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