Isopropylamine → 4-Cyano-N-[[(1-methylethyl)amino]thioxomethyl]benzamide

HRID 1379801Notes

Reaction equation

HRID 1379801 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[C:5]([C:7]1[CH:17]=[CH:16][C:10]([C:11]([N:13]=[C:14]=[S:15])=[O:12])=[CH:9][CH:8]=1)#[N:6]>C1(C)C=CC=CC=1>[C:5]([C:7]1[CH:8]=[CH:9][C:10]([C:11]([NH:13][C:14]([NH:4][CH:1]([CH3:3])[CH3:2])=[S:15])=[O:12])=[CH:16][CH:17]=1)#[N:6]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 22908117HCID 22908117, compound

Product 1

HCID 229081314-Cyano-N-[[(1-methylethyl)amino]thioxomethyl]benzamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Isopropylamine (5.6 ml) was added dropwise to a mixture of 4-cyanobenzoyl isothiocyanate (11 g) and toluene (100 ml) at 60° C., and the insoluble substance in the reaction solution was filtered off. After allowing to stand for cooling, the precipitated crystals were recrystallized from toluene to give 1-(4-cyanobenzoyl)-3-isopropylthiourea (12.35 g) as pale yellow prisms.

Workup

  1. filtrationthe insoluble substance in the reaction solution was filtered off
  2. temperaturefor cooling
  3. customthe precipitated crystals were recrystallized from toluene

Sources & evidence

ORD record
ord-62eede373c99419cb27db5d051d1f071
Source dataset
uspto-grants-1997_09
Patent number
US05672712

Reaction notes

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