2-Iodothiophene → 3-(2-Thienyl)propiolamide

HRID 1108847Notes

Reaction equation

[C:1]([NH2:5])(=[O:4])[C:2]#[CH:3].I[C:7]1[S:8][CH:9]=[CH:10][CH:11]=1>>[S:8]1[CH:9]=[CH:10][CH:11]=[C:7]1[C:3]#[C:2][C:1]([NH2:5])=[O:4]

Participants

Reactant 2

HCID 189212-Iodothiophene

HCID 101445Propynamide

Product 1

HCID 187842943-(2-Thienyl)propiolamideYield 55%

Procedure

According to preparation 4, propiolamide (1.68 g, 24.45 mmol) was coupled with 2-iodothiophene (3.2 g, 15.67 mmol) to provide 1.29 g (55%) of product. NMR.

Sources & evidence

ORD record: ord-0d11549e47e54fd69bb0c2c35d5ed29b
Source dataset: uspto-grants-2000_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06069247

Reaction notes

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