1-Piperazinecarboxylic acid, ethyl ester → HCID 12271976, compound

HRID 1732757Notes

Reaction equation

HRID 1732757 reaction equation
[Cl:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[CH:6](Cl)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S:10][C:4]=2[CH:3]=1.[CH2:19]([O:21][C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23])[CH3:20]>>[Cl:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[CH:6]([N:27]3[CH2:26][CH2:25][N:24]([C:22]([O:21][CH2:19][CH3:20])=[O:23])[CH2:29][CH2:28]3)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S:10][C:4]=2[CH:3]=1

Participants

3

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 12271959HCID 12271959, compound

Product 1

HCID 12271976HCID 12271976, compoundYield 82%

Procedure

A mixture of 7,8,10-trichloro-10,11-dihydrodibenzo(b,f)thiepine (the preparation of which is described in Example 8) (9.5 g) and 1-ethoxycarbonylpiperazine (11.9 g) was heated to 110°-120° C. for 4 hours. The preparation of the reaction mixture is analogous to that used in the preparation of the final base in Example 8 and yields 10.8 g (82%) of an oily base which was dissolved in ethanol and neutralized with maleic acid. Addition of either precipitates the maleate, C25H26Cl2N2O6S which is crystallized from a ten-fold amount of ethanol and melts at 184°-186° C.

Workup

  1. customthe preparation of which
  2. temperaturewas heated to 110°-120° C. for 4 hours
  3. customThe preparation of the reaction mixture

Sources & evidence

ORD record
ord-bc256cc9a97f41bca76baaa19ad81083
Source dataset
uspto-grants-1980_12
Patent number
US04238611

Reaction notes

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