Dichloromethane → HCID 86639527, compound

HRID 1689607Notes

Reaction equation

HRID 1689607 reaction equation
[C:1](Cl)(Cl)=[S:2].C(=O)([O-])[O-].[K+].[K+].[CH3:11][C:12]1[CH:13]=[C:14]([CH2:19][CH:20]([NH2:29])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:22]=2[CH3:28])[CH:15]=[C:16]([CH3:18])[CH:17]=1.ClCCl>C(Cl)(Cl)Cl.O>[CH3:11][C:12]1[CH:13]=[C:14]([CH2:19][CH:20]([N:29]=[C:1]=[S:2])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[C:22]=2[CH3:28])[CH:15]=[C:16]([CH3:18])[CH:17]=1

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 62595748HCID 62595748, compound

Product 1

HCID 86639527HCID 86639527, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent2×

Procedure

A solution of thiophosgene (39.5 g) in 200 ml of chloroform was treated with a solution of potassium carbonate (99 g) in water (200 ml) at room temperature. To this mixture was added a solution of 2-(3,5-dimethylphenyl)-1-(2,3-dimethylphenyl)-ethylamine (72.5 g) in chloroform (600 ml) with vigorous stirring. After completion of the reaction the mixture was poured into dichloromethane (500 ml) and washed three times with water, dried over sodium sulphate and the solvent evaporated in vacuo. This yielded the title compound [2-(3,5-Dimethyl-phenyl)-1-(2,3-dimethyl-phenyl)-ethyl]-isothiocyanate in form of a yellow oil (81.9 g).

Workup

  1. customAfter completion of the reaction the mixture
  2. washwashed three times with water
  3. dry with materialdried over sodium sulphate
  4. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-87fff1ec91f848038c63e7fd38a5699f
Source dataset
uspto-grants-2012_04
Patent number
US08153560B2

Reaction notes

Loading…