Potassium Carbonate → HCID 20221464, compound

HRID 1657997Notes

Reaction equation

HRID 1657997 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]([CH:11](P(OCC)(OCC)=O)[N:12]=[CH:13][S:14][CH2:15][C:16](=O)[CH3:17])=[O:10])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[CH3:17][C:16]1[CH2:15][S:14][CH:13]=[N:12][C:11]=1[C:9]([O:8][CH2:7][C:6]1[CH:27]=[CH:28][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:10]

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 54386909HCID 54386909, compound

Product 1

HCID 20221464HCID 20221464, compoundYield 92.3%

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 5943Carbon TetrachlorideSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 2-oxo-propyl N-(p-methoxybenzyloxycarbonyl-diethylphosphonomethyl)thioformimidate (59 mg.) in acetone (0.5 ml.) is stirred with powdered potassium carbonate (25 mg.) for 21 hours at room temperature and under a nitrogen atmosphere. The resulting mixture is diluted with methylene chloride and filtered. Evaporation of the filtrate in vacuo yields an oil which is dissolved in carbon tetrachloride (4 ml.), washed with water (2 × 2 ml.) and saturated brine (4 ml.), dried over magnesium sulfate, and evaporated in vacuo to yield p-methoxybenzyl 5-methyl-6H-1,3-thiazine-4-carboxylate (35 mg.) as a yellow oil.

Workup

  1. filtrationfiltered
  2. customEvaporation of the filtrate in vacuo
  3. customyields an oil which
  4. washwashed with water (2 × 2 ml.) and saturated brine (4 ml.)
  5. dry with materialdried over magnesium sulfate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-03d29f492e6543c8b1a3e5b0f5f19a12
Source dataset
uspto-grants-1976_06
Patent number
US03962224

Reaction notes

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