Piperazine → 5-Chloro-2-piperazin-1-yl-benzothiazole

HRID 33158Notes

Reaction equation

HRID 33158 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:5]=2[N:6]=1.[NH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(N(CC)CC)C>O1CCCC1>[Cl:11][C:8]1[CH:9]=[CH:10][C:4]2[S:3][C:2]([N:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)=[N:6][C:5]=2[CH:7]=1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 133148162,5-Dichloro-1,3-benzothiazole

Product 1

HCID 113342655-Chloro-2-piperazin-1-yl-benzothiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of 0.49 mmol 2,5-dichlorobenzothiazole (CA=[2941-48-2]), 1.47 mmol of piperazine and 1.47 mmol of triethylamine in 5 ml of tetrahydrofuran in a sealed tube was heated at 160° C. for 5 min under microwave irradiation. The reaction mixture was concentrated, and the residue was purified by chromatography (SiO2, methanol/dichloromethane) to yield the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was purified by chromatography (SiO2, methanol/dichloromethane)

Sources & evidence

ORD record
ord-1231a2bc0fff43009587c005c764cdad
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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