1-Phenylpiperazine → 7-methoxy-6-[3-(4-phenyl-1-piperazinyl)propoxy]-2H-1-benzopyran-2-one

HRID 22307

Reaction equation

HRID 22307 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][O:9][C:10]1[C:11]([O:21][CH3:22])=[CH:12][C:13]2[O:18][C:17](=[O:19])[CH:16]=[CH:15][C:14]=2[CH:20]=1)(=O)=O.[C:23]1([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C([O-])(=O)/C=C/C([O-])=O>C(O)C>[CH3:22][O:21][C:11]1[C:10]([O:9][CH2:8][CH2:7][CH2:6][N:32]2[CH2:33][CH2:34][N:29]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[CH2:30][CH2:31]2)=[CH:20][C:14]2[CH:15]=[CH:16][C:17](=[O:19])[O:18][C:13]=2[CH:12]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 5460307FumarateHCID 199277276-[3-(methanesulfonyloxy)propoxy]-7-methoxy-2H-1-benzopyran-2-one

Product 1

HCID 199276447-methoxy-6-[3-(4-phenyl-1-piperazinyl)propoxy]-2H-1-benzopyran-2-oneYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Method A (23 h at 60° C.); starting materials: 6-[3-(methanesulfonyloxy)propoxy]-7-methoxy-2H-1-benzopyran-2-one (see example 67) and 1-phenylpiperazine; yield 55%; fusion point 124° to 125° C. (from ethanol). Fumarate: method E; yield 88%; fusion point 172° to 173° C. (from ethanol).

Workup

  1. customMethod A (23 h at 60° C.)

Sources & evidence

ORD record
ord-4e9e7528c2ef4b708c884f4ab638ad29
Source dataset
uspto-grants-1995_06
Patent number
US05428038

Linked notes

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