Bromine → HCID 15054199, compound

HRID 1731318Notes

Reaction equation

HRID 1731318 reaction equation
[Br:1]Br.[C:3]([C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12](=[O:14])[NH:11][C:10]=2[CH:15]=1)(=[O:5])[CH3:4]>C(Cl)Cl.C(O)(=O)C>[Br:1][CH2:4][C:3]([C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12](=[O:14])[NH:11][C:10]=2[CH:15]=1)=[O:5]

Participants

5

Reactant 2

HCID 24408BromineHCID 153524575-Acetyl-1,3-benzothiazol-2(3H)-one

Product 1

HCID 15054199HCID 15054199, compoundYield 58.8%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 6344DichloromethaneSolvent

Procedure

Bromine (2.4 g) was added to the solution of 5-acetyl-2-benzothiazolinone (2.9 g) in a mixture of methylene chloride (60 ml) and acetic acid (10 ml) at 32° C. to 35° C. with stirring and the mixture was stirred at the same temperature for an hour. The resulting precipitate was collected by filtration, washed with methylene chloride and dried over phosphorus pentoxide to give 5-bromoacetyl-2-benzothiazolinone (2.4 g). mp 249° C. (dec.)

Workup

  1. stirringthe mixture was stirred at the same temperature for an hour
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with methylene chloride
  4. dry with materialdried over phosphorus pentoxide

Sources & evidence

ORD record
ord-a03f622dc7f0434f96d18a7dbc546933
Source dataset
uspto-grants-1986_11
Patent number
US04621084

Reaction notes

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