4-Chlorobenzenesulfonyl chloride → HCID 23111398, compound

HRID 269946Notes

Reaction equation

HRID 269946 reaction equation
Cl.Cl.COC1C=CC(N2CCNCC2)=CC=1.C(Cl)(=O)CC(C)C.[F:24][C:25]1[CH:30]=[C:29]([O:31][CH3:32])[C:28]([F:33])=[CH:27][C:26]=1[N:34]1[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]1.[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([S:47](Cl)(=[O:49])=[O:48])=[CH:43][CH:42]=1>>[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([S:47]([N:37]2[CH2:38][CH2:39][N:34]([C:26]3[CH:27]=[C:28]([F:33])[C:29]([O:31][CH3:32])=[CH:30][C:25]=3[F:24])[CH2:35][CH2:36]2)(=[O:49])=[O:48])=[CH:43][CH:42]=1

Participants

5

Reactant 4

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 66054Isovaleryl chlorideHCID 27237001-(4-Methoxyphenyl)-piperazine, dihydrochlorideHCID 231114921-(2,5-Difluoro-4-methoxyphenyl)piperazine

Product 1

HCID 23111398HCID 23111398, compoundYield 91.9%

Procedure

Production Example 3 was repeated except that 1-(4-methoxyphenyl)piperazine dihydrochloride and isovaleryl chloride were replaced with 1-(2,5-difluoro-4-methoxyphenyl)-piperazine (500 mg) and 4-chlorobenzenesulfonyl chloride (694 mg), respectively, to provide 1-(4-chlorobenzenesulfonyl)-4-(2,5-difluoro-4-methoxyphenyl)piperazine (811 mg).

Sources & evidence

ORD record
ord-06d923c3cb53448bb64fbc11b5559c12
Source dataset
uspto-grants-2008_11
Patent number
US07449466B2

Reaction notes

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