1-(3-(Phenylthio)propyl)piperazine → Tazifylline

HRID 1758704Notes

Reaction equation

HRID 1758704 reaction equation
[O:1]1[CH2:17][CH:2]1[CH2:3][N:4]1[C:13]2[C:12](=[O:14])[N:10]([CH3:11])[C:9](=[O:15])[N:8]([CH3:16])[C:7]=2[N:6]=[CH:5]1.[C:18]1([S:24][CH2:25][CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(O)C>[C:18]1([S:24][CH2:25][CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][N:31]([CH2:17][CH:2]([OH:1])[CH2:3][N:4]3[C:13]4[C:12](=[O:14])[N:10]([CH3:11])[C:9](=[O:15])[N:8]([CH3:16])[C:7]=4[N:6]=[CH:5]3)[CH2:30][CH2:29]2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 2

HCID 21954921-(3-(Phenylthio)propyl)piperazineHCID 27758767-(2,3-Epoxypropyl)theophylline

Product 1

HCID 54424Tazifylline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethanol (2 liters) containing 7-(2,3-epoxypropyl)-theophylline (1 mole) and 1-(3-phenylthiopropyl)-piperazine (1 mole) is refluxed for 5 hours. The ethanol is partly removed. The reaction medium crystallizes. The resulting crystals are suction filtered and may be recrystallized from ethanol.

Workup

  1. temperatureis refluxed for 5 hours
  2. customThe ethanol is partly removed
  3. filtrationfiltered
  4. custommay be recrystallized from ethanol

Sources & evidence

ORD record
ord-9c38a62d0d004b20b48bff9768e2de24
Source dataset
uspto-grants-1983_02
Patent number
US04374835

Reaction notes

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