Potassium Carbonate → HCID 21438986, compound

HRID 329204

Reaction equation

HRID 329204 reaction equation
[CH2:1]([O:3][C:4]1[S:5][C:6]([C:10]#[N:11])=[C:7]([OH:9])[N:8]=1)[CH3:2].C(=O)([O-])[O-].[K+].[K+].[P:18](Cl)([O:22][CH3:23])([O:20][CH3:21])=[O:19]>CC(C)=O>[CH2:1]([O:3][C:4]1[S:5][C:6]([C:10]#[N:11])=[C:7]([O:9][P:18]([O:22][CH3:23])([O:20][CH3:21])=[O:19])[N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 101863Phosphorochloridic acid, dimethyl esterHCID 21438969HCID 21438969, compound

Product 1

HCID 21438986HCID 21438986, compoundYield 57.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 17 g of 2-ethoxy-4hydroxy-5-cyano-thiazole, 14 g of potassium carbonate, 13 g of O,O-dimethyl chlorophosphate and 150 ml of acetone was stirred for 3 hours at room temperature and the mixture was concentrated to dryness. The residue was added to an aqueous sodium chloride solution which was then extracted with ethyl ether. The ether extracts were washed with an aqueous 2% sodium hydroxide solution, dried and evaporated to dryness to obtain 14.4 g of 2-ethoxy-4-dimethoxyphosphoryloxy-5-cyano-thiazole as an oil with a refractive index n D 23 = 1.5056.

Workup

  1. concentrationthe mixture was concentrated to dryness
  2. additionThe residue was added to an aqueous sodium chloride solution which
  3. extractionwas then extracted with ethyl ether
  4. washThe ether extracts were washed with an aqueous 2% sodium hydroxide solution
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-d75fb1e8e60041f89ca8905dde25c868
Source dataset
uspto-grants-1977_04
Patent number
US04020076

Linked notes

Loading…