1-(2-Methoxyphenyl)piperazine → 2(3H)-Benzoxazolone, 6-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-3-methyl-

HRID 637701Notes

Reaction equation

HRID 637701 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12]Br)=[CH:10][C:5]=2[O:4][C:3]1=[O:14].[CH3:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][N:26]3[CH2:25][CH2:24][N:23]([C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=4[O:16][CH3:15])[CH2:28][CH2:27]3)=[CH:10][C:5]=2[O:4][C:3]1=[O:14]

Participants

3

Reactant 2

HCID 13461-(2-Methoxyphenyl)piperazineHCID 13306088HCID 13306088, compound

Product 1

HCID 564362(3H)-Benzoxazolone, 6-(2-(4-(2-methoxyphenyl)-1-piperazinyl)ethyl)-3-methyl-Yield 65.1%

Procedure

By following the procedure indicated in Example 1, but starting from 5.12 g of 3-methyl-6-(2-bromoethyl)-benzoxazolinone and 4.82 g of 1-(2-methoxyphenyl)-piperazine, 4.78 g of the title product having a melting point of 137°-137.5° C. were obtained after crystallisation from cyclohexane.

Sources & evidence

ORD record
ord-833d42e5f835483c8f0c544cd78356d8
Source dataset
uspto-grants-1985_12
Patent number
US04558060

Reaction notes

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