Ammonia → 3-Fluorobenzamide

HRID 444020Notes

Reaction equation

HRID 444020 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[NH3:11]>C1C=CC=CC=1>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([NH2:11])=[O:6]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 743763-Fluorobenzoyl chloride

Product 1

HCID 680003-Fluorobenzamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Into a stirred solution of m-fluorobenzoyl chloride (15.9 g, 0.10 mole) in benzene (200 ml) at 5° C. is bubbled anhydrous ammonia gas for 30 minutes. A white solid precipitates and the reaction mixture is allowed to stir at room temperature overnight. The white solid is removed by filtration and then triturated with water. The solid is dried to afford 10 g of m-fluorobenzamide, mp 130°-33° C. Elemental analysis calculated. for C7H6FNO: C, 60.40; H, 4.34; F, 13.66; N, 10.08. Found: C, 59.97; H, 4.43; F, 13.86; N, 10.39.

Workup

  1. customA white solid precipitates
  2. customThe white solid is removed by filtration
  3. customtriturated with water
  4. customThe solid is dried

Sources & evidence

ORD record
ord-4ee97a6552824e8dbb34c6bda3b5b114
Source dataset
uspto-grants-1981_04
Patent number
US04262152

Reaction notes

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