Ammonia → 3-Fluorobenzamide

HRID 128481Notes

Reaction equation

HRID 128481 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-fluoroenzamide, 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
  5. customto afford 10 g of m-fluoroenzamide, mp 130°-33° C

Sources & evidence

ORD record
ord-5905528e64a748089887df029f3bc3d3
Source dataset
uspto-grants-1981_03
Patent number
US04259510

Reaction notes

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