Piperazine → HCID 13116413, compound

HRID 2295717Notes

Reaction equation

HRID 2295717 reaction equation
Cl[C:2]1[C:11]([Cl:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[C:4](=[O:19])[C:5]([C:16]([OH:18])=[O:17])=[C:6]1[S:15][CH2:14][CH2:13][N:7]12.[NH:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>N1C=CC=CC=1>[Cl:12][C:11]1[C:2]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[C:3]2[C:8](=[CH:9][CH:10]=1)[N:7]1[CH2:13][CH2:14][S:15][C:6]1=[C:5]([C:16]([OH:18])=[O:17])[C:4]2=[O:19]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 13116412HCID 13116412, compound

Product 1

HCID 13116413HCID 13116413, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 500 mg (1.58 mmol) of 6,7-dichloro-5-oxo-1,2-dihydro-5H-thiazolo(3,2-a)quinoline-4-carboxylic acid, 1.0 gram (11.6 mmol) of piperazine, and 20 ml of pyridine was heated to reflux for ten hours. The content was then concentrated under reduced pressure, water was added to the residue, insoluble matters were taken out by filtration, washed with water, dried, and recrystallized from dimethyl formamide to give the title compound. Yield was 420 mg (72.7 percent). Melting point: 244° to 245° C. (decomposition). Elementary analysis calculated as C16H16ClN3O3S.21/2 H2O: C 46.77, H 5.15, N 10.22; Found: C 46.66, H 4.90, N 9.81.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for ten hours
  3. concentrationThe content was then concentrated under reduced pressure, water
  4. additionwas added to the residue, insoluble matters
  5. filtrationwere taken out by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallized from dimethyl formamide

Sources & evidence

ORD record
ord-67bdc42a221e4c499cd6ba76add066b8
Source dataset
uspto-grants-1984_01
Patent number
US04426381

Reaction notes

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