Bromine → 6-Amino-7-bromobenzothiazole

HRID 2097964Notes

Reaction equation

HRID 2097964 reaction equation
[S:1]1[C:5]2[CH:6]=[C:7]([NH2:10])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[Br:11]Br>C(Cl)(Cl)Cl>[Br:11][C:6]1[C:5]2[S:1][CH:2]=[N:3][C:4]=2[CH:9]=[CH:8][C:7]=1[NH2:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 682886-Aminobenzothiazole

Product 1

HCID 47126206-Amino-7-bromobenzothiazoleYield 129.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To a solution of benzo[d]thiazol-6-amine (100 mg, 0.67 mmol) in 6 ml CHCl3 was added Br2 (42 mg, 0.27 mmol) in CHCl3 (10 ml) dropwise about 15 min. The mixture was concentrated under reduced pressure, and the residue was crystallized from DCM:MeOH (5:1) to give 7-bromobenzo[d]thiazol-6-amine (80 mg, 80%).

Workup

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customthe residue was crystallized from DCM:MeOH (5:1)

Sources & evidence

ORD record
ord-2fe915dc73fd49e0a31073ba3ac9bdf6
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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