4-Aminobenzonitrile → HCID 23508376, compound

HRID 1883699Notes

Reaction equation

HRID 1883699 reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[S:10]1[CH:14]=[CH:13][C:12]([CH:15]=O)=[CH:11]1>>[CH:11]1[S:10][CH:14]=[CH:13][C:12]=1[CH2:15][NH:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 133964-AminobenzonitrileHCID 681353-Thiophenecarboxaldehyde

Product 1

HCID 23508376HCID 23508376, compoundYield 38.6%

Procedure

The procedure of Example 40 was repeated, except that 1.43 g of 4-aminobenzonitrile was used in place of aniline, and 1.57 g of 3-thiophenecarbaldehyde was used in place of 4-formyl-phenyl sulfamate. The resulting crude product was purified by silica gel column chromatography (using a 2:1 mixture of hexane and ethyl acetate as the eluent) to obtain 1.00 g of 4-[N-(3-thenyl)amino]-benzonitrile.

Workup

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

Sources & evidence

ORD record
ord-93df65dab33b412f8fd11a376e98cd39
Source dataset
uspto-grants-2004_07
Patent number
US06762205B1

Reaction notes

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