Benzonitrile, 4-isothiocyanato- → HCID 19855154, compound

HRID 1649864Notes

Reaction equation

HRID 1649864 reaction equation
[C:1]([O:5][C:6](=[O:9])[CH2:7][NH2:8])([CH3:4])([CH3:3])[CH3:2].[C:10]([C:12]1[CH:17]=[CH:16][C:15]([N:18]=[C:19]=[S:20])=[CH:14][CH:13]=1)#[N:11]>C(#N)C>[C:10]([C:12]1[CH:13]=[CH:14][C:15]([NH:18][C:19]([NH:8][CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:9])=[S:20])=[CH:16][CH:17]=1)#[N:11]

Participants

4

Reactant 2

HCID 17626Benzonitrile, 4-isothiocyanato-HCID 151417Glycine tert-butyl ester

Product 1

HCID 19855154HCID 19855154, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

10.7 g (82 mmol) of glycine t-butyl ester are added to a solution of 13 g (82 mmol) of 4-cyanophenyl isothiocyanate dissolved in 100 cm3 of acetonitrile. After 12 hours of stirring, the precipitate formed is filtered off and is then washed with ethyl ether, to give 18.7 g (yield 78%) of the desired thiourea.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washis then washed with ethyl ether

Sources & evidence

ORD record
ord-96f22287fa9445f68d228ac3c34c1fc8
Source dataset
uspto-grants-1990_05
Patent number
US04921939

Reaction notes

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