HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Potassium Carbonate → 2-Ethoxy-4-dimethoxyphosphoryloxy-5-cyano-thiazole

HRID 329204
Notes
Print preview

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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 101863Phosphorochloridic acid, dimethyl esterHCID 214389692-Ethoxy-4-hydroxythiazole-5-carbonitrile

Product 1

HCID 214389862-Ethoxy-4-dimethoxyphosphoryloxy-5-cyano-thiazoleYield 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
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04020076

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes