Bromine → HCID 19800524, compound

HRID 1647032Notes

Reaction equation

HRID 1647032 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[S:11][CH:12]=[C:13]([CH2:15][C:16]([OH:18])=[O:17])[N:14]=2)=[CH:6][CH:5]=1>C(O)(=O)C>[Br:1][C:12]1[S:11][C:10]([C:7]2[CH:6]=[CH:5][C:4]([Cl:3])=[CH:9][CH:8]=2)=[N:14][C:13]=1[CH2:15][C:16]([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 24408BromineHCID 28858Fenclozic acid

Product 1

HCID 19800524HCID 19800524, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

Bromine (15.9 g, 5.15 ml, 0.1 mol) was added dropwise to 2-(4-chlorophenyl) thiazol-4-yl acetic acid (24 g, 0.096 mol) suspended in glacial acetic acid (200 ml) and the resulting mixture was heated at 60°-70° C. for 5 hours. The reaction mixture was cooled to 0° C. (ice bath) and the solid which separated was filtered and washed with CHCl3. The residue was then washed with cold ethanol to afford the desired product (24 g, 75%)

Workup

  1. temperaturethe resulting mixture was heated at 60°-70° C. for 5 hours
  2. customthe solid which separated
  3. filtrationwas filtered
  4. washwashed with CHCl3
  5. washThe residue was then washed with cold ethanol

Sources & evidence

ORD record
ord-0de4a88cd2504b21a239c262dbefa907
Source dataset
uspto-grants-1993_01
Patent number
US05182402

Reaction notes

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