2-Thiophenecarboxaldehyde → HCID 23508461, compound

HRID 1883698Notes

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

Participants

Reactant 2

HCID 73642-Thiophenecarboxaldehyde

HCID 133964-Aminobenzonitrile

Product 1

HCID 23508461HCID 23508461, compoundYield 37.8%

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 2-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 0.98 g of 4-[N-(2-thenyl)amino]-benzonitrile.

Workup

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

Sources & evidence

ORD record: ord-4e3b755767cc49e990b62da9ae9b83e9
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06762205B1

Reaction notes

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