Bromine → Phenacyl bromide

HRID 18205

Reaction equation

HRID 18205 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][C:7](OC2C=CC=CC=2)=[CH:6][CH:5]=1)=[O:3].[Br:17]Br>>[Br:17][CH2:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 24408BromineHCID 2367834'-Phenoxyacetophenone

Product 1

HCID 6259Phenacyl bromide

Procedure

4-Phenoxyacetophenone was brominated with bromine according to Method A to provide the desired α-bromoacetophenone, which was condensed with 2-amino-13,4,-thiadiazole-5-sulfonamide according to method C, to provide compound 87 as an off white solid. 1H NMR (200 MHz, DMSO-d6) δ 8.82 (s, 1H), 8.71 (s, 2H), 7.90 (d, J=7.9 Hz, 2H), 7.40 (t, J=7.3 Hz, 2H), 7.07 (t, J=7.3 Hz, 1H), 7.08-7.03 (m, 6H).

Sources & evidence

ORD record
ord-a5a8791f25014c698d2c586953243617
Source dataset
uspto-grants-2010_06
Patent number
US07741349B2

Linked notes

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