Acetic Acid → 5,6-Dimethoxy-3[4(3,4-dimethoxyphenyl)piperazino]methylene oxindole

HRID 47072

Reaction equation

HRID 47072 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[NH:8][C:7](=[O:14])[C:6]2=[CH:15]O.C(O)(=O)C.[CH3:21][O:22][C:23]1[CH:24]=[C:25]([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:26]=[CH:27][C:28]=1[O:29][CH3:30]>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[NH:8][C:7](=[O:14])[C:6]2=[CH:15][N:34]1[CH2:33][CH2:32][N:31]([C:25]2[CH:26]=[CH:27][C:28]([O:29][CH3:30])=[C:23]([O:22][CH3:21])[CH:24]=2)[CH2:36][CH2:35]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 27362071-(3,4-Dimethoxyphenyl)piperazineHCID 178486553HCID 178486553, compound

Product 1

HCID 542756795,6-Dimethoxy-3[4(3,4-dimethoxyphenyl)piperazino]methylene oxindole

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3.00 g. of 5,6-Dimethoxy-3-hydroxymethylene oxindole, 2.3 g. acetic acid and 4.1 g. N-(3,4-dimethoxyphenyl)piperazine [J. Med. Chem. 10 (5) 812 (1967)] in 40 ml. benzene were reacted as described in Example 5 to give 4.67 g. product, m.p. 193°-195° C.

Workup

  1. customto give 4.67 g

Sources & evidence

ORD record
ord-aa565e80a5ba49e980cf4d5fcfe8b3b1
Source dataset
uspto-grants-1979_11
Patent number
US04176191

Linked notes

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