Methanone, (3-hydroxybenzo[b]thien-2-yl)phenyl- → (E)-2-[(Dimethylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-one

HRID 1577554Notes

Reaction equation

HRID 1577554 reaction equation
[C:1]([C:9]1[S:13][C:12]2[CH:14]=[CH:15][CH:16]=[CH:17][C:11]=2[C:10]=1[OH:18])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[CH3:23][NH2+:24][CH3:25]>>[CH3:23][N:24](/[C:1](/[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[C:9]1\[C:10](=[O:18])[C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[S:13]\1)[CH3:25]

Participants

3

Reactant 2

HCID 4712192Methanone, (3-hydroxybenzo[b]thien-2-yl)phenyl-HCID 57431419Dimethylammonium acetate

Product 1

HCID 70479181(E)-2-[(Dimethylamino)phenylmethylene]-benzo[b]thiophen-3(2H)-oneYield 18%

Procedure

Prepared as in Example 31 from 2-benzoyl-benzo[b]thiophen-3-ol and dimethylammonium acetate with a yield of 18% of theory; m.p. 179°-180° C. (ethyl acetate/petroleum ether 1:2). The product was identical to that prepared according to Example 4, based on its thin-layer chromatogram, elemental analysis and IR-spectrum.

Sources & evidence

ORD record
ord-c494a045460b44ca9ec5bf6f888e67b6
Source dataset
uspto-grants-1981_09
Patent number
US04288437

Reaction notes

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