Sulfur trioxide triethylamine complex → 3,5-Difluorobenzonitrile

HRID 399188

Reaction equation

HRID 399188 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]([NH2:7])=O.C(N(CC)CC)C.S(=O)(=O)=O>C(N(CC)CC)C>[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([F:11])[CH:10]=1)[C:5]#[N:7]

Participants

4

Reactant 2

HCID 222301Sulfur trioxide triethylamine complexHCID 27369103,5-Difluorobenzamide

Product 1

HCID 5872043,5-DifluorobenzonitrileYield 85.7%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
89 °C

Procedure

A suspension of 10 mmol of 3,5-difluorobenzamide and 25 mmol of triethylamine-sulphur trioxide in 30 ml of triethylamine was stirred at 89° C. for 1 hour. The working up was effected as described under Example 1a). Yield: 85.7% of theory.

Sources & evidence

ORD record
ord-caeff4bacf96472ca392dbc8cd0d0e74
Source dataset
uspto-grants-1998_10
Patent number
US05817827

Linked notes

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