2-Bromo-1-(3-bromophenyl)ethan-1-one → HCID 71536901, compound

HRID 1519282Notes

Reaction equation

HRID 1519282 reaction equation
C[O:2][C:3]([C:5]1[C:6]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=[C:9]([C:11](=[S:13])[NH2:12])[CH:10]=1)=[O:4].[Br:23][C:24]1[CH:25]=[C:26]([CH:31]=[CH:32][CH:33]=1)[C:27](=O)[CH2:28]Br>>[Br:23][C:24]1[CH:25]=[C:26]([C:27]2[N:12]=[C:11]([C:9]3[CH:10]=[C:5]([C:3]([OH:2])=[O:4])[C:6]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=4[N+:20]([O-:22])=[O:21])=[CH:7][CH:8]=3)[S:13][CH:28]=2)[CH:31]=[CH:32][CH:33]=1

Participants

3

Reactant 2

HCID 5195852-Bromo-1-(3-bromophenyl)ethan-1-oneHCID 866798322'-Nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester2×

Product 1

HCID 71536901HCID 71536901, compoundYield 34%

Procedure

4-[4-(3-Bromo-phenyl)-thiazol-2-yl]-2′-nitro-biphenyl-2-carboxylic acid (106 mg, 34%) was prepared from 2′-nitro-4-thiocarbamoyl-biphenyl-2-carboxylic acid methyl ester (which may be prepared as described for Intermediate 4) and 3-bromophenacyl bromide (available from Aldrich Chemical Company, Inc.) using the procedure described for the preparation of Example 1. 1H NMR (300 MHz, DMSO-d6) δ 13.17 (s, 1H), 8.56 (d, J=1.8 Hz, 1H), 8.43 (s, 1H), 8.08-8.29 (m, 4H), 7.41-7.82 (m, 6H).

Workup

  1. customdescribed for the preparation of Example 1

Sources & evidence

ORD record
ord-faf84d914c3d4f64a5f14ef38faa51b2
Source dataset
uspto-grants-2015_07
Patent number
US09073881B2

Reaction notes

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