Piperazine → 1-(Benzenesulfonyl)piperazine

HRID 1986607Notes

Reaction equation

HRID 1986607 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1>CO>[C:1]1([S:7]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 7369Benzenesulfonyl chloride

Product 1

HCID 8087121-(Benzenesulfonyl)piperazine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of benzenesulfonyl chloride, piperazine and methanol allows us to obtain benzenesulfonyl piperazine. This product is dissolved into methanol and replaced with compound A (N-7-bromoethyl 3-isobutyl-1-methylxanthine) to obtain compound 21. By replacing the ethyl bromide with propyl bromide, compounds 22 and 23 can be produced. By replacing p-toluene-sulfonyl chloride or o-toluenesulfonyl chloride with benzenesulfonyl chloride, compounds 24, 25, or 26 may be produced.

Sources & evidence

ORD record
ord-a8d2802e8d6d4c62931d0cc95f0e18f9
Source dataset
uspto-grants-2009_06
Patent number
US07550468B2

Reaction notes

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