Piperazine → 2-Piperazin-1-yl-1,3-benzothiazole

HRID 2415845Notes

Reaction equation

HRID 2415845 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.C(N(CC)CC)C>C(O)C>[N:11]1([C:2]2[S:3][C:4]3[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 8471TriethylamineHCID 119872-Chlorobenzothiazole

Product 1

HCID 5921222-Piperazin-1-yl-1,3-benzothiazole

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.7 g (0.01 mol) of 2-chlorobenzothiazole, 4.76 g (0.05 mol) of piperazine and 7 ml (0.05 mol) of triethylamine in 50 ml of ethanol is stirred for 48 hours at ambient temperature. The reaction mixture is concentrated by evaporation, mixed with water and extracted twice with dichloromethane. The combined organic phases are dried over sodium sulphate, the drying agent is filtered off and the filtrate is concentrated by evaporation. The residue is washed with diethylether.

Workup

  1. concentrationThe reaction mixture is concentrated by evaporation
  2. additionmixed with water
  3. extractionextracted twice with dichloromethane
  4. dry with materialThe combined organic phases are dried over sodium sulphate
  5. filtrationthe drying agent is filtered off
  6. concentrationthe filtrate is concentrated by evaporation
  7. washThe residue is washed with diethylether

Sources & evidence

ORD record
ord-420e8e4315cd41a2b67845937dd71983
Source dataset
uspto-grants-2004_11
Patent number
US06821967B2

Reaction notes

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