Ammonia → 3-Cyanobenzamide

HRID 1830873Notes

Reaction equation

HRID 1830873 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]>C1COCC1>[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 8028TetrahydrofuranSolvent

Conditions

Temperature
5 °C

Procedure

A mixture of 28% aqueous ammonia (20 ml) and THF (30 ml) was cooled to 5° C. and 3-cyanobenzoyl chloride (1.45 g) was slowly added. The mixture was stirred for one hr. and the reaction mixture was extracted with ethyl acetate. The organic layer was dried and concentrated. The residue was recrystallized from ethyl acetate to give the title compound (802 mg) as colorless needle crystals.

Workup

  1. extractionand the reaction mixture was extracted with ethyl acetate
  2. customThe organic layer was dried
  3. concentrationconcentrated
  4. customThe residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-5f7132632b0f4dc2a7181e7ed652c352
Source dataset
uspto-grants-2006_06
Patent number
US07067537B2

Reaction notes

Loading…