Sodium Chloride → HCID 58579806, compound

HRID 1960229Notes

Reaction equation

HRID 1960229 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]=[C:9]([S:16][CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:10]#[C:11][Si](C)(C)C)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[Cl-].[Na+]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]=[C:9]([S:16][CH2:17][CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[C:10]#[CH:11])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 11430Potassium CarbonateHCID 58579810cyclohexylmethyl N-(4-chlorophenyl)-3-(trimethylsilyl)thiopropynimidate

Product 1

HCID 58579806HCID 58579806, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Cyclohexylmethyl N-(4-chlorophenyl)-3-(trimethylsilyl)thiopropynimidate (0.34 g) was dissolved to methanol (5 mL), a small amount of potassium carbonate was added thereto under ice-cooling and stirred for minutes. The reaction solution was poured into aqueous solution of sodium chloride, and extracted with ethyl acetate. The organic layer was washed with water, dried. The solvent was distilled off to obtain cyclohexylmethyl N-(4-chlorophenyl)thiopropynimidate (0.27 g).

Workup

  1. temperatureunder ice-cooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-63e024ea49c149a4a3b5c1d499b1b0e7
Source dataset
uspto-grants-2013_04
Patent number
US08410316B2

Reaction notes

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