Potassium Carbonate → HCID 88832108, compound

HRID 1288534Notes

Reaction equation

HRID 1288534 reaction equation
[S:1]1[C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[NH:3][C:2]1=[O:11].C(=O)([O-])[O-].[K+].[K+].[P:18](Cl)([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])=[S:19]>CC(C)=O>[CH2:21]([O:20][P:18]([O:11][C:2]1[S:1][C:5]2[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[N:3]=1)([O:23][CH2:24][CH3:25])=[S:19])[CH3:22]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 17305O,O-diethyl phosphorochloridothioateHCID 432867223,4,5,6,7,8-Hexahydro-2H-cycloheptathiazol-2-one

Product 1

HCID 88832108HCID 88832108, compoundYield 37.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 8.5 g of 2,3,5,6,7,8-hexahydro-4H-cycloheptathiazoline-2-one, 7 g of potassium carbonate and 200 ml of acetone was refluxed for 1 hour and after addition of 9.5 g of O,O-diethyl chlorothiophosphate thereto, the mixture was refluxed 24 hours. The mixture was filtered to remove mineral salts and the filtrate was distilled to dryness under reduced pressure. The residue was chromatographed over silica gel and elution with an 8-2 cyclohexane-ethyl acetate mixture gave 6 g of 2-(diethoxythiophosphoryloxy)-5,6,7,8-tetrahydro-4H-cycloheptathiazole with a refractive index of nD19 = 1.5246.

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperaturethe mixture was refluxed 24 hours
  3. filtrationThe mixture was filtered
  4. customto remove mineral salts
  5. distillationthe filtrate was distilled to dryness under reduced pressure
  6. customThe residue was chromatographed over silica gel and elution with an 8-2 cyclohexane-ethyl acetate mixture

Sources & evidence

ORD record
ord-fd872235d4ed41acb3386fff2de90dfb
Source dataset
uspto-grants-1976_10
Patent number
US03988444

Reaction notes

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