Bromine → 4-Fluoro-2-(4'amino-3'-bromophenyl)benzothiazole

HRID 25265

Reaction equation

HRID 25265 reaction equation
[Br:1]Br.[F:3][C:4]1[C:9]2[N:10]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=3)[S:12][C:8]=2[CH:7]=[CH:6][CH:5]=1>ClCCl>[F:3][C:4]1[C:9]2[N:10]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([NH2:19])=[C:15]([Br:1])[CH:14]=3)[S:12][C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 101987334-(4-Fluoro-benzothiazol-2-yl)-phenylamine

Product 1

HCID 98619794-Fluoro-2-(4'amino-3'-bromophenyl)benzothiazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Bromine (0.8 mmol) was added to a solution of the 4-fluoro-2-(4′-aminophenyl) benzothiazole prepared as described in Example 3 (0.8 mmol) in dichloromethane (20 ml) at 10° C. The resulting solution was stirred for 10 min, then poured into water/ice (10 ml). The organic layer was removed and washed with 10% sodium thiosulfate (10 ml), water (10 ml) and evaporated. The product was purified by column chromatography (dichloromethane) to leave a white solid.

Workup

  1. customprepared
  2. customThe organic layer was removed
  3. washwashed with 10% sodium thiosulfate (10 ml), water (10 ml)
  4. customevaporated
  5. customThe product was purified by column chromatography (dichloromethane)
  6. customto leave a white solid

Sources & evidence

ORD record
ord-efb8ced66d6d499b9b46ccb5d4f03aef
Source dataset
uspto-grants-2005_02
Patent number
US06858633B1

Linked notes

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