4-Hydroxybenzaldehyde → HCID 23508406, compound

HRID 1883682Notes

Reaction equation

HRID 1883682 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[OH:10][C:11]1[CH:18]=[CH:17][C:14]([CH:15]=O)=[CH:13][CH:12]=1>>[OH:10][C:11]1[CH:18]=[CH:17][C:14]([CH2:15][NH:1][C:2]2[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 1264-HydroxybenzaldehydeHCID 133964-Aminobenzonitrile

Product 1

HCID 23508406HCID 23508406, compoundYield 49.6%

Procedure

The procedure of Example 40 was repeated, except that 3.58 g of 4-aminobenzonitrile was used in place of aniline, and 4.62 g of 4-hydroxybenzaldehyde was used in place of 4-formylphenyl sulfamate. The resulting crude product was purified by silica gel column chromatography (using a 39:1 mixture of chloroform and acetone as the eluent) to obtain 3.37 g of 4-[N-(4-hydroxybenzyl)amino]-benzonitrile.

Workup

  1. customThe resulting crude product was purified by silica gel column chromatography (
  2. additiona 39:1 mixture of chloroform and acetone as the eluent)

Sources & evidence

ORD record
ord-10a84857bd184d53bf85332f3cc05c67
Source dataset
uspto-grants-2004_07
Patent number
US06762205B1

Reaction notes

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