Acetic Acid → 2-Amino-3-chlorobenzene-1-thiol

HRID 408114

Reaction equation

HRID 408114 reaction equation
[Cl:1][C:2]1[C:7]2[N:8]=C(N)[S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[K+].CC(O)=O>O>[NH2:8][C:7]1[C:2]([Cl:1])=[CH:3][CH:4]=[CH:5][C:6]=1[SH:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 298722-Benzothiazolamine, 4-chloro-

Product 1

HCID 126786672-Amino-3-chlorobenzene-1-thiol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
150 °C

Procedure

The 4-chlorobenzo[d]thiazol-2-amine (2.00 g, 10.83 mmol) was combined with KOH (10.0 g, 178.2 mmol) and H2O (20 mL). The rsulting mixture was heated at 150° C. overnight. The solid became a thick paste overnight. After 24 h, the mixture was allowed to cool to room temperatureand diluted with H2O. A solution of AcOH was added to bring the pH down to 4 to 5.

Workup

  1. waitAfter 24 h
  2. temperatureto cool to room temperatureand

Sources & evidence

ORD record
ord-2ad08017ae52484e95441de1104e06c1
Source dataset
uspto-grants-2014_06
Patent number
US08759336B2

Linked notes

Loading…