Benzoyl chloride → N-(1-Cyanonaphthalen-2-yl)benzamide

HRID 1087354Notes

Reaction equation

HRID 1087354 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]#[N:13].[C:14](Cl)(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>C1(C)C=CC=CC=1>[C:14]([NH:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]=1[C:12]#[N:13])(=[O:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 7412Benzoyl chlorideHCID 8471TriethylamineHCID 2388602-amino-1-naphthonitrile

Product 1

HCID 12758535N-(1-Cyanonaphthalen-2-yl)benzamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

3.0 g (17.8 millimoles) of 2-aminonaphthalene-1-carbonitrile (Chem. Pharm. Bull 33 (4) (1985), 1360-1366) were stirred with 2.5 g (18.1 millimoles) of benzoyl chloride and 4 ml of triethylamine in 100 ml of toluene for 15 hours at 80° C. After the end of the reaction, the product was filtered off and dried. 1.5 g (31% of theory) of the title compound of melting point 205° C. (active ingredient example 1008) were obtained in this manner.

Workup

  1. customAfter the end of the reaction
  2. filtrationthe product was filtered off
  3. customdried

Sources & evidence

ORD record
ord-147943f0b63d4037b85f37ff46dad673
Source dataset
uspto-grants-1991_07
Patent number
US05035736

Reaction notes

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