Benzoyl chloride → Benzamide, N-[5-(1-cyanoethyl)-2-hydroxyphenyl]-

HRID 2082912Notes

Reaction equation

HRID 2082912 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:12]=[C:13]([CH:18]([CH3:21])[C:19]#[N:20])[CH:14]=[CH:15][C:16]=1[OH:17]>N1C=CC=CC=1>[C:1]([NH:10][C:11]1[CH:12]=[C:13]([CH:18]([CH3:21])[C:19]#[N:20])[CH:14]=[CH:15][C:16]=1[OH:17])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 122026362-(3-Amino-4-hydroxyphenyl)propanenitrile

Product 1

HCID 12202639Benzamide, N-[5-(1-cyanoethyl)-2-hydroxyphenyl]-

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

Benzoyl chloride (27.09 g., 0.19 mole.) was added, with cooling, during 20 minutes to a stirred solution of 2-(3-amino-4-hydroxyphenyl) propionitrile (28.35 g., 0.175 mole.) in dry pyridine (200 ml.) at 0° - 3° C. After addition was complete, the mixture was heated at 100° C. for 1 hour. It was then evaporated under reduced pressure to yield crude 2-(3-benzamido-4-hydroxyphenyl) propionitrile as an oil.

Workup

  1. additionAfter addition
  2. customIt was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-c000933a20144145be558a1480f27a13
Source dataset
uspto-grants-1978_04
Patent number
USRE029608

Reaction notes

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