Phenacyl bromide → HCID 22185807, compound

HRID 1795199Notes

Reaction equation

HRID 1795199 reaction equation
C[S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:12](=[O:22])[O:13][CH2:14][C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].S(C1C=CC(CC(O)=O)=CC=1)(=O)(=O)[NH2:24].BrCC(C1C=CC=CC=1)=O>>[S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:12](=[O:22])[O:13][CH2:14][C:15]=2[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:7][CH:6]=1)(=[O:4])(=[O:3])[NH2:24]

Participants

4

Reactant 3

HCID 6259Phenacyl bromideHCID 64838544-(aminosulfonyl)benzeneacetic acidHCID 22185801HCID 22185801, compound

Product 1

HCID 22185807HCID 22185807, compoundYield 40%

Procedure

The title compound was synthesized in a manner similar to that described for 47b from 4-sulfamoylphenylacetic acid and 2-bromoacetophenone in 40% yield. 1H NMR (DMSO-d6) δ 5.43 (s, 2H), 7.36–7.45 (m, 5), 7.76 (d, J=8.5 Hz, 2H), 7.96 (d, J=8.5 Hz, 2H); HRMS calc'd for M+ 315.0557. found 315.0573. Anal. (C16H13NO4S) C, H, N.

Sources & evidence

ORD record
ord-43a3d898d5b64c729b6bca467f4c8ffa
Source dataset
uspto-grants-2006_04
Patent number
US07026346B2

Reaction notes

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