N-bromobutanimide → HCID 19800555, compound

HRID 1090966Notes

Reaction equation

HRID 1090966 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH:4]([C:6]1[N:7]=[C:8]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)[S:9][C:10]=1[CH3:11])[CH3:5].C1C(=O)N([Br:27])C(=O)C1>>[CH3:1][O:2][C:3](=[O:19])[CH:4]([C:6]1[N:7]=[C:8]([C:12]2[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=2)[S:9][C:10]=1[CH2:11][Br:27])[CH3:5]

Participants

3

Reactant 2

HCID 67184N-bromobutanimideHCID 19800525HCID 19800525, compound

Product 1

HCID 19800555HCID 19800555, compound

Procedure

A mixture of methyl-2-(5-methyl-2-(4-chlorophenyl)thiazol-4-yl)propionate (Compound No. 178) (0.5 g, 1.7 mmol), NBS (0.33 g 1.87 mmol), benzoyl perodide (cat.), were irradiated (UV) for 2 hours. The reaction mixture was cooled, filtered, and the filtrate concentrated under reduced pressure. The residue on trituration with hexane gave the product (0.45 g).

Workup

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-add6bc1378b6447d912546ad88fa69ae
Source dataset
uspto-grants-1992_01
Patent number
US05084083

Reaction notes

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