Potassium Carbonate → HCID 53875402, compound

HRID 1834184Notes

Reaction equation

HRID 1834184 reaction equation
[OH:1][C:2]1[N:6]=[C:5]([S:7][CH3:8])[S:4][N:3]=1.[P:9](Cl)([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])=[S:10].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:11][P:9]([O:1][C:2]1[N:6]=[C:5]([S:7][CH3:8])[S:4][N:3]=1)([O:14][CH2:15][CH3:16])=[S:10])[CH3:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 17305O,O-diethyl phosphorochloridothioateHCID 178503579HCID 178503579, compound

Product 1

HCID 53875402HCID 53875402, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 7.6 g of the product of Step A, 9.5 g of diethyl chlorothiophosphate and 7 g of potassium carbonate in 50 ml of acetone was stirred overnight at room temperature and the mixture was then filtered. The filtrate was concentrated by evaporation under reduced pressure and was chromatographed over silica. Elution with a 9-1 benzene-ethylacetate mixture yielded 3-(diethoxythiophosphoryloxy)-5-methylthio-1,2,4-thiadiazole with a refractive index of nD20 = 1.5534 and Rf=0.4.

Workup

  1. filtrationthe mixture was then filtered
  2. concentrationThe filtrate was concentrated by evaporation under reduced pressure
  3. customwas chromatographed over silica
  4. washElution with a 9-1 benzene-ethylacetate mixture

Sources & evidence

ORD record
ord-3d1b5b0f65304718aa4d036c1b1ec36c
Source dataset
uspto-grants-1978_01
Patent number
US04069319

Reaction notes

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