2-Ethynylaniline → N-(2-ethynylphenyl)acetamide

HRID 1452732Notes

Reaction equation

I[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[C:12](C1C=CC=CC=1N)#[CH:13]>>[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[C:12]#[CH:13])(=[O:4])[CH3:2]

Participants

Reactant 2

HCID 41539052-Ethynylaniline

HCID 112077032-Iodo-N-phenylacetamide

Product 1

HCID 10261360N-(2-ethynylphenyl)acetamide

Procedure

The N-acetyl-2-ethynylaniline was prepared from 2-iodoacetanilide by Sonogashira coupling and using the same method as the synthesis of 2-ethynyl aniline. Afforded light brown solid 45% yield.

Sources & evidence

ORD record: ord-3c4721ef89c04019925e54e9c0e98bab
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07473786B1

Reaction notes

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