4-Chlorobenzamide → 4-Chlorobenzonitrile

HRID 399187

Reaction equation

HRID 399187 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([NH2:8])=O)=[CH:4][CH:3]=1.C(N(CC)CC)C.S(=O)(=O)=O>C(N(CC)CC)C>[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]#[N:8])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 120844-ChlorobenzamideHCID 222301Sulfur trioxide triethylamine complex

Product 1

HCID 121634-ChlorobenzonitrileYield 92%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
89 °C

Procedure

A suspension of 50 mmol of 4-chlorobenzamide and 125 mmol of triethylamine-sulphur trioxide in 75 ml of triethylamine was stirred at 89° C. for 6 hours. The working up was effected as described under Example 1a). Yield: 92% of theory.

Sources & evidence

ORD record
ord-b2757f70e3944870b6dfb8a9c6b718e2
Source dataset
uspto-grants-1998_10
Patent number
US05817827

Linked notes

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