Water → 5-Fluoro-2-(4'-acetamido-3'-methylphenyl)benzothiazole

HRID 25267

Reaction equation

HRID 25267 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[F:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12]([C:14]3[CH:19]=[CH:18][C:17]([NH2:20])=[C:16]([CH3:21])[CH:15]=3)=[N:11][C:10]=2[CH:22]=1.C(N(CC)CC)C.O>C(Cl)(Cl)Cl>[F:5][C:6]1[CH:7]=[CH:8][C:9]2[S:13][C:12]([C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:1](=[O:3])[CH3:2])=[C:16]([CH3:21])[CH:15]=3)=[N:11][C:10]=2[CH:22]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 3968134-(5-Fluoro-1,3-benzothiazol-2-yl)-2-methylaniline

Product 1

HCID 98827815-Fluoro-2-(4'-acetamido-3'-methylphenyl)benzothiazole

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Acetyl Chloride (0.09g, 1.55 mmol) was added to a solution of 5-fluoro2-(4′-amino-3′-methylphenyl)benzothiazole (0.2 g, 0.78 mmol) in chloroform (5 ml) containing triethylamine (86 mg, 0.85 mmol). The resulting solution was stirred for 30 min, then poured into water (20 ml). The organic layer was removed, dried (Na2SO4) and evaporated. Recrystallisation from ethanol gave a white solid.

Workup

  1. customThe organic layer was removed
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customRecrystallisation from ethanol
  5. customgave a white solid

Sources & evidence

ORD record
ord-ae5991969bc04edba7258ddf1b0edf6e
Source dataset
uspto-grants-2005_02
Patent number
US06858633B1

Linked notes

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