Ammonia → 3-Cyanobenzamide

HRID 2215360Notes

Reaction equation

HRID 2215360 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-5fcd8199a5f844a0b9309dfef7975fd1
Source dataset
uspto-grants-2006_09
Patent number
US07109228B2

Reaction notes

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