1-Naphthalenecarboxamide → 2-Naphthalenecarbonitrile

HRID 399189

Reaction equation

HRID 399189 reaction equation
[C:1]1(C(N)=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:14]([N:16](CC)CC)C.S(=O)(=O)=O>C(N(CC)CC)C>[CH:9]1[C:10]2[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=2)[CH:6]=[CH:7][C:8]=1[C:14]#[N:16]

Participants

4

Reactant 2

HCID 752441-NaphthalenecarboxamideHCID 222301Sulfur trioxide triethylamine complex

Product 1

HCID 119442-NaphthalenecarbonitrileYield 91%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Conditions

Temperature
89 °C

Procedure

A suspension of 10 mmol of naphthalenecarboxamide and 25 mmol of triethylamine-sulphur trioxide in 30 ml of triethylamine was stirred at 89° C. for 2 hours. The working up was effected as described under Example 1a). Yield: 91% of theory.

Sources & evidence

ORD record
ord-78c48b0b29fa4e708da4076fc22aa64e
Source dataset
uspto-grants-1998_10
Patent number
US05817827

Linked notes

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