p-Aminoacetophenone → HCID 60207407, compound

HRID 1192192Notes

Reaction equation

HRID 1192192 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:20])[C:7]=1[S:8][C:9]1[S:13][C:12]([C:14](Cl)=[O:15])=[CH:11][C:10]=1[N+:17]([O-:19])=[O:18].[NH2:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](=[O:30])[CH3:29])=[CH:24][CH:23]=1>>[C:28]([C:25]1[CH:26]=[CH:27][C:22]([NH:21][C:14]([C:12]2[S:13][C:9]([S:8][C:7]3[C:2]([Cl:1])=[CH:3][N:4]=[CH:5][C:6]=3[Cl:20])=[C:10]([N+:17]([O-:19])=[O:18])[CH:11]=2)=[O:15])=[CH:23][CH:24]=1)(=[O:30])[CH3:29]

Participants

3

Reactant 2

HCID 7468p-AminoacetophenoneHCID 60207337HCID 60207337, compound

Product 1

HCID 60207407HCID 60207407, compound

Procedure

Prepared according to the procedure described for example 50 from 5-((3,5-dichloropyridin-4-yl)thio)-4-nitrothiophene-2-carbonyl chloride (0.25 mg, 0.59 mmol) and 1-(4-aminophenyl)ethanone (88 mg, 0.65 mmol). The title compound was obtained as a solid (27.0 mg, 10% yield). 1H NMR (400 MHz, d6-DMSO) δ: 10.78 (1H, s), 9.01 (2H, s), 8.75 (1H, m), 8.01 (2H, m), 7.82 (2H, m), 2.51 (3H, s). MS m/z: 466.03, 468.03 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-133327bc03944a2eba5d45355357ac78
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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