Potassium Carbonate → Tazifylline

HRID 1758705Notes

Reaction equation

HRID 1758705 reaction equation
Cl.Cl.[C:3]1([S:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH:20]([OH:35])[CH2:21][N:22]3[C:31]4[C:30](=[O:32])[N:28]([CH3:29])[C:27](=[O:33])[N:26]([CH3:34])[C:25]=4[N:24]=[CH:23]3)[CH2:15][CH2:14]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[C:3]1([S:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][N:16]([CH2:19][CH:20]([OH:35])[CH2:21][N:22]3[C:31]4[C:30](=[O:32])[N:28]([CH3:29])[C:27](=[O:33])[N:26]([CH3:34])[C:25]=4[N:24]=[CH:23]3)[CH2:15][CH2:14]2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 6918044Tazifylline Hydrochloride

Product 1

HCID 54424Tazifylline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.0 g of 7-[3-[4-(3-phenylthiopropyl)-1-piperazinyl]-2-hydroxypropyl]theophylline 2 HCl suspended in 50 ml of ether is stirred with excess dilute aqueous potassium carbonate solution until the salt is completely dissolved. The organic layer is then separated, washed twice with water, dried over magnesium sulfate and evaporated to yield 7-[3-[4-(3-phenylthiopropyl)-1-piperazinyl]-2-hydroxypropyl]theophylline as the free base.

Workup

  1. dissolutionis completely dissolved
  2. customThe organic layer is then separated
  3. washwashed twice with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-616858bba47f44a8a72a32747c44d9ff
Source dataset
uspto-grants-1983_02
Patent number
US04374835

Reaction notes

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