1-Piperazinecarboxylic acid, ethyl ester → 5,6-Dimethoxy-3(4-carbethoxy piperazino)methylene oxindole

HRID 614533Notes

Reaction equation

HRID 614533 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:17]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([O:19][CH2:20][CH3:21])=[O:18]>>[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:25]1[CH2:24][CH2:23][N:22]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:27][CH2:26]1

Participants

3

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 178486553HCID 178486553, compound

Product 1

HCID 540954225,6-Dimethoxy-3(4-carbethoxy piperazino)methylene oxindole

Procedure

4.0 g. of 5,6-dimethoxy-3-hydroxymethylene oxindole was reacted with N-carbethoxy piperazine as described in Example 2, except that 0.10 g. toluene sulfone acid was added as a catalyst. Yield, 3.05 g. of product, m.p. 172°-174° C.

Workup

  1. customYield

Sources & evidence

ORD record
ord-7d38304717634e41823e8060b2d1107c
Source dataset
uspto-grants-1979_03
Patent number
US04145422

Reaction notes

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