Ethanolamine → 1-(2-Hydroxyethyl)-3-(2,4-xylyl)-2-thiourea

HRID 436614

Reaction equation

HRID 436614 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[S:11].[CH2:12]([CH2:14][NH2:15])[OH:13]>CC(C)=O>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]([NH:15][CH2:14][CH2:12][OH:13])=[S:11]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 1423861-Isothiocyanato-2,4-dimethylbenzene

Product 1

HCID 18109781-(2-Hydroxyethyl)-3-(2,4-xylyl)-2-thiourea

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Conditions

Temperature
4 °C

Procedure

To 20 g. (0.12 mole) of 2,4-dimethylphenylisothiocyanate in 30 ml. of acetone was added dropwise 10 g. (0.16 mole) of ethanolamine in 20 ml. acetone. The solution was refluxed 1 hour then cooled to 4° C., to give crystals which were filtered off, washed with cold ethanol and dried to afford 1-(2,4-dimethylphenyl)-3-(2-hydroxyethyl)-thiourea, 16.8 g. (54% yield) of white crystals m.p. 137.5°-139° C.

Workup

  1. temperatureThe solution was refluxed 1 hour
  2. customto give crystals which
  3. filtrationwere filtered off
  4. washwashed with cold ethanol
  5. customdried

Sources & evidence

ORD record
ord-c01a8d07e63c459a940590ebb0e0ec72
Source dataset
uspto-grants-1977_02
Patent number
US04009284

Linked notes

Loading…