Ethanolamine → HCID 86639528, compound

HRID 1689608Notes

Reaction equation

HRID 1689608 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][CH:10]([N:19]=[C:20]=[S:21])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:12]=2[CH3:18])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[CH2:22]([CH2:24][NH2:25])[OH:23]>C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][CH:10]([NH:19][C:20]([NH:25][CH2:24][CH2:22][OH:23])=[S:21])[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH3:17])[C:12]=2[CH3:18])[CH:5]=[C:6]([CH3:8])[CH:7]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 86639527HCID 86639527, compound

Product 1

HCID 86639528HCID 86639528, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of [2-(3,5-dimethyl-phenyl)-1-(2,3-dimethyl-phenyl)-ethyl]-isothiocyanate (81.9 g) in chloroform (1 l) was added ethanolamine (25.4 g) dropwise at room temperature. The mixture was stirred for 3 hours and the solvent evaporated, the remainder dissolved in ethyl acetate and washed 6 times with water. The solution was dried over sodium sulphate. Removal of the solvent in vacuo yielded the 1-[2-(3,5-Dimethylphenyl)-1-(2,3-dimethyl-phenyl)-ethyl]-3-(2-hydroxy-ethyl)-thiourea (94.8 g) as an off-white powder.

Workup

  1. customthe solvent evaporated
  2. dissolutionthe remainder dissolved in ethyl acetate
  3. washwashed 6 times with water
  4. dry with materialThe solution was dried over sodium sulphate
  5. customRemoval of the solvent in vacuo

Sources & evidence

ORD record
ord-8dc2f607b3674373ab44f2d4f956bcee
Source dataset
uspto-grants-2012_04
Patent number
US08153560B2

Reaction notes

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