Ethanol → HCID 56613771, compound

HRID 1649865Notes

Reaction equation

HRID 1649865 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1)#[N:2].[CH3:12][S:13]([NH2:16])(=[O:15])=[O:14].[OH-].[Na+].[CH2:19](O)C.CI>CC(C)=O.O>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([NH:9][C:10](=[N:16][S:13]([CH3:12])(=[O:15])=[O:14])[S:11][CH3:19])=[CH:7][CH:8]=1)#[N:2]

Participants

8

Reactant 5

HCID 702EthanolHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 17626Benzonitrile, 4-isothiocyanato-HCID 72879Methanesulfonamide

Product 1

HCID 56613771HCID 56613771, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

A mixture of 5 g (0.31 mol) of 4-cyanophenyl isothiocyanate, of 3.8 g (0.04 mol) of methylsulfonamide in 50 cm3 of acetone and of 1.6 g (0.04 mol) of sodium hydroxide in 3 cm3 of water is maintained for two hours at room temperature. The precipitate obtained is filtered, washed with acetone and ethyl ether (2×20 cm3). The final solid is then placed in 50 cm3 of 95% ethanol containing 2.75 cm3 (0.044 mol) of methyl iodide. After 24 hours at room temperature, the solution is concentrated to dryness and the residue is washed with ethyl ether (3×20 cm3) and dried in vacuo to produce N-(4-cyanophenyl)-N'-methylsulfonyl-S-methylisothiourea.

Workup

  1. customThe precipitate obtained
  2. filtrationis filtered
  3. washwashed with acetone and ethyl ether (2×20 cm3)
  4. concentrationthe solution is concentrated to dryness
  5. washthe residue is washed with ethyl ether (3×20 cm3)
  6. customdried in vacuo

Sources & evidence

ORD record
ord-e7a2f6040ea44c279d39e2dcfc5b3381
Source dataset
uspto-grants-1990_05
Patent number
US04921939

Reaction notes

Loading…