N-bromobutanimide → HCID 19800555, compound

HRID 1647036Notes

Reaction equation

HRID 1647036 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-30b6d3205782451e96e183552f3f9874
Source dataset
uspto-grants-1993_01
Patent number
US05182402

Reaction notes

Loading…