1-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-one → HCID 46932327, compound

HRID 1192068Notes

Reaction equation

HRID 1192068 reaction equation
Cl[C:2]1[S:6][C:5]([C:7](=[O:9])[CH3:8])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].[CH3:13][C:14]1[C:23]2[C:18](=[CH:19][C:20]([SH:24])=[CH:21][CH:22]=2)[O:17][C:16](=[O:25])[CH:15]=1>>[C:7]([C:5]1[S:6][C:2]([S:24][C:20]2[CH:19]=[C:18]3[C:23]([C:14]([CH3:13])=[CH:15][C:16](=[O:25])[O:17]3)=[CH:22][CH:21]=2)=[C:3]([N+:10]([O-:12])=[O:11])[CH:4]=1)(=[O:9])[CH3:8]

Participants

3

Reactant 2

HCID 5211051-(5-Chloro-4-nitrothiophen-2-yl)ethan-1-oneHCID 46908187-Mercapto-4-methylcoumarin

Product 1

HCID 46932327HCID 46932327, compound

Procedure

Prepared according to the procedure described for example 1 from 1-(5-Chloro-4-nitro-2-thienyl)ethanone (200 mg, 0.98 mmol) and 4-methyl-7-sulfanyl-chromen-2-one (188 mg, 0.98 mmol). The title compound was obtained as a solid (80 mg, 23% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.52 (1H, s), 8.02 (1H, m), 7.92 (1H, m), 7.79 (1H, m), 6.58 (1H, s), 3.33 (3H, s), 2.50 (3H, s). MS m/z: 362.01 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-07ba11483d634a03a2e25c82da878a49
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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