Ethanol → 2-Hydroxy-5-nitrothiocarbanilide
Reaction equation
[C:1](=[S:3])=S.C(O)C.[NH2:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[NH2:14]>O>[NH:7]1[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]2[NH:14][C:1]1=[S:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 67 g. of carbon disulfide in 300 ml. of ethanol is added dropwise with stirring a solution of 100 g. of 1,2-diaminocyclohexane in 100 ml. of ethanol. The resulting solution is stirred one-half hour after addition; liquid eliminated and the residue dissolved in 300 ml. of water and heated at reflux for 18 hours. The precipitate which forms on cooling is filtered off, washed with water and then with ether and dried under reduced pressure to obtain 3a,4,5,6,7,7a-hexahydro-2-benzimidazolin-thione, m.p. 170°C.
Workup
- additionTo a mixture of 67 g
- stirringThe resulting solution is stirred one-half hour
- additionafter addition
- dissolutionthe residue dissolved in 300 ml
- temperatureat reflux for 18 hours
- temperatureon cooling
- filtrationis filtered off
- washwashed with water
- dry with materialwith ether and dried under reduced pressure
Sources & evidence
- ORD record
- ord-725f456e7c124d14b2d6b200aa96d63c
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03963720
Reaction notes
Loading…