Potassium Carbonate → Lixazinone

HRID 978016Notes

Reaction equation

HRID 978016 reaction equation
Cl.[CH:2]1([N:8]([CH3:29])[C:9](=[O:28])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[C:19]2[NH:24][C:25](=[O:27])[CH2:26][N:18]2[CH2:17]3)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[CH:2]1([N:8]([CH3:29])[C:9](=[O:28])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[C:19]2[NH:24][C:25](=[O:27])[CH2:26][N:18]2[CH2:17]3)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 135626555HCID 135626555, compound

Product 1

HCID 135434015Lixazinone

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.0 g of N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutyramide HCl suspended in 50 ml of ether is stirred with a twofold stoichiometric excess of 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 N-cyclohexyl-N-methyl-4-(2-oxo-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutyramide 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-bb17dd92d09b4f18b09ac8f7259fe75b
Source dataset
uspto-grants-1987_05
Patent number
US04663320

Reaction notes

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