2-Bromothiazole → HCID 11777777, compound

HRID 1392994Notes

Reaction equation

Br[C:2]1[S:3][CH:4]=[CH:5][N:6]=1.[Br:7][C:8]1[CH:19]=[CH:18][C:11]([C:12](N(OC)C)=[O:13])=[CH:10][CH:9]=1>>[Br:7][C:8]1[CH:19]=[CH:18][C:11]([C:12]([C:2]2[S:3][CH:4]=[CH:5][N:6]=2)=[O:13])=[CH:10][CH:9]=1

Participants

Reactant 2

HCID 764302-Bromothiazole

HCID 109992524-Bromo-N-methoxy-N-methylbenzamide

Product 1

HCID 11777777HCID 11777777, compoundYield 98%

Procedure

The title compound was prepared from 2-bromothiazole and 4-bromo-N-methoxy-N-methylbenzamide following the general method of Method 1. The crude product was purified by column chromatography on silica gel using petroleum ether/ethyl acetate, 7:3, as the eluent affording 0.52 g (98% yield) of the title compound as a yellow crystals: mp 74-75° C.; 1H NMR (400 MHz, CDCl3) δ 8.32 (m, 2 H), 8.02 (d, J=3.0 Hz, 1 H), 7.67 (d, J=3.0 Hz, 1 H), 7.60 (m, 2 H); 13C NMR (100.5 MHz, CDCl3) δ 183.4, 167.9, 145.3, 134.2, 133.0, 132.2, 129.6, 127.0; MS (TSP) m/z 268, 279 (M+1)

Workup

customThe crude product was purified by column chromatography on silica gel

Sources & evidence

ORD record: ord-f9505f29cbc24e5ab2588dc7e098158b
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07345050B2

Reaction notes

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