Ammonia → 3-Cyanobenzamide

HRID 2114682Notes

Reaction equation

HRID 2114682 reaction equation
[NH3:1].[C:2]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7](Cl)=[O:8])#[N:3]>ClCCl>[C:2]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][CH:12]=1)[C:7]([NH2:1])=[O:8])#[N:3]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 3084833-Cyanobenzoyl chloride

Product 1

HCID 769743-Cyanobenzamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.88 Ammonia solution (30 ml) was slowly added to a solution of 3-cyanobenzoyl chloride (10 g, 60.3 mmol) in dichloromethane (100 ml) at 0° C. under nitrogen and the reaction was stirred for 20 minutes. The mixture was filtered and the solid was washed with water (50 ml) then diethylether (50 ml), azeotroped with toluene and dried in vacuo to provide the title compound (9 g) as a white solid.

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with water (50 ml)
  3. customdiethylether (50 ml), azeotroped with toluene
  4. customdried in vacuo

Sources & evidence

ORD record
ord-00cfbbb0fd2047dd8d1ec4eb3401959c
Source dataset
uspto-grants-2008_10
Patent number
US07435728B2

Reaction notes

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