6-Bromo-2-chlorobenzothiazole → 6-Bromo-2-mercaptobenzothiazole

HRID 1965857Notes

Reaction equation

HRID 1965857 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7](Cl)[S:8][C:4]=2[CH:3]=1.NC(N)=[S:14]>CO>[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[N:6]=[C:7]([SH:14])[S:8][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 20498716-Bromo-2-chlorobenzothiazoleHCID 2723790Thiourea

Product 1

HCID 1785277616-Bromo-2-mercaptobenzothiazoleYield 81.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 6-bromo-2-chlorobenzo[d]thiazole (250 mg, 1 mmol) and thiourea (228 mg, 3 mmol) in 2 mL of MeOH in a microwave tube was heated in a microwave reactor for 10 min at 120° C. The mixture was concentrated and the solid was collected through filtration and washed with water and dried under high vacuum to afford 6-bromobenzo[d]thiazole-2-thiol as a yellow solid (200 mg, 81%). MS (ESI) m/z 247.9 (M+H+).

Workup

  1. concentrationThe mixture was concentrated
  2. filtrationthe solid was collected through filtration
  3. washwashed with water
  4. customdried under high vacuum

Sources & evidence

ORD record
ord-0afd3949a746446ebbc159761fbefc6d
Source dataset
uspto-grants-2013_04
Patent number
US08420052B2

Reaction notes

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