Sulfuric Acid → 2,6-Difluorobenzamide

HRID 638349Notes

Reaction equation

HRID 638349 reaction equation
S(=O)(=O)(O)[OH:2].[F:6][C:7]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:8]=1[C:9]#[N:10]>O>[F:6][C:7]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[C:8]=1[C:9]([NH2:10])=[O:2]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 746952,6-Difluorobenzonitrile

Product 1

HCID 874392,6-Difluorobenzamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 240 g of concentrated sulfuric acid and 24 ml of water are added dropwise, at room temperature, 100 g (0.72 mol) of 2,6-difluorobenzonitrile. The reaction mixture is stirred at 80°-85° C. for 12 hours, and then poured into 1.2 kg of ice-water; the mixture is stirred for 30 minutes and subsequently filtered. The crystals are washed neutral with water, and are afterwards dried at 85° C. in vacuo; yield: 91.0 g (80.6%), melting point: 140°-141.5° C.

Workup

  1. stirringthe mixture is stirred for 30 minutes
  2. filtrationsubsequently filtered
  3. washThe crystals are washed neutral with water
  4. customare afterwards dried at 85° C. in vacuo

Sources & evidence

ORD record
ord-b929e904ec524ee8be2a7b04b6cf7b61
Source dataset
uspto-grants-1985_12
Patent number
US04560770

Reaction notes

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