2-Amino-6-methylbenzothiazole → 4-Bromo-6-methyl-1,3-benzothiazol-2-amine

HRID 1769019

Reaction equation

HRID 1769019 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.[Br:12]Br>C(Cl)(Cl)Cl>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([Br:12])[C:5]=2[N:6]=1

Participants

4

Reactant 2

HCID 173352-Amino-6-methylbenzothiazoleHCID 24408Bromine

Product 1

HCID 32786344-Bromo-6-methyl-1,3-benzothiazol-2-amineYield 92%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

16.4 g of 2-amino-6-methylbenzothiazole was dissolved in 500 ml of chloroform. To this solution was added dropwise 16.0 g of bromine dissolved in 10 ml of chloroform at room temperature. The reaction mixture was stirred for 2 hours and then washed once with 10% aqueous sodium hydroxide solution and water, respectively. The organic layer was separated, dried with anhydrous sodium sulfate and then evaporated to obtain the title compound in the yield of 92%.

Workup

  1. washwashed once with 10% aqueous sodium hydroxide solution and water
  2. customThe organic layer was separated
  3. dry with materialdried with anhydrous sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-93014e4c4e5e44beba6c9c3b7bc461cc
Source dataset
uspto-grants-1995_01
Patent number
US05380735

Linked notes

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