N-(2-Methoxyphenyl)piperazine hydrochloride → 7,8-dimethoxy-3-{2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl}-4-methyl-2H-1-benzopyran-2-one

HRID 1078584Notes

Reaction equation

HRID 1078584 reaction equation
Cl[CH2:2][CH2:3][C:4]1[C:5](=[O:19])[O:6][C:7]2[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[CH:12]=[CH:11][C:8]=2[C:9]=1[CH3:10].Cl.[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1>C(O)(C)C.CC(OC)(C)C>[CH3:18][O:17][C:13]1[CH:12]=[CH:11][C:8]2[C:9]([CH3:10])=[C:4]([CH2:3][CH2:2][N:32]3[CH2:31][CH2:30][N:29]([C:24]4[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=4[O:22][CH3:21])[CH2:34][CH2:33]3)[C:5](=[O:19])[O:6][C:7]=2[C:14]=1[O:15][CH3:16]

Participants

4

Reactant 2

HCID 9899402N-(2-Methoxyphenyl)piperazine hydrochlorideHCID 194281393-(2-chloroethyl)-7,8-dimethoxy-4-methyl-2H-1-benzopyran-2-one

Product 1

HCID 194281357,8-dimethoxy-3-{2-[4-(2-methoxyphenyl)-1-piperazinyl]ethyl}-4-methyl-2H-1-benzopyran-2-oneYield 6%

Reagents, catalysts & solvents 1

HCID 86616950TBME isopropanolSolvent

Procedure

Process A; starting materials: 3-(2-chloroethyl)-7,8-dimethoxy-4-methyl-2H-1-benzopyran-2-one (Example 32) and 1-(2-methoxyphenyl)piperazine hydrochloride; yield 6%; m.p. 146°-148° C. (from isopropanol/TBME).

Sources & evidence

ORD record
ord-067276304eec4b7384672ba561faf0af
Source dataset
uspto-grants-1996_08
Patent number
US05550129

Reaction notes

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