Thiourea → HCID 18330799, compound

HRID 2271233Notes

Reaction equation

HRID 2271233 reaction equation
[C:1]([O:9][CH:10]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)[C:11](=O)[C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:27]C(N)=S>CN(C)C=O>[C:2]1([C:1]2[O:9][C:10]([C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=3)=[C:11]([C:12]3[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=3)[N:27]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 18330798HCID 18330798, compound

Product 1

HCID 18330799HCID 18330799, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
160 °C

Procedure

0.5 g of 2-oxo-1,2-di(p-tolyl)ethyl benzoate is dissolved in 10 ml of dimethylformamide in a reactor. 0.22 g of thiourea (2 eq.) is subsequently added and the reaction mixture is left to react at reflux (160° C.) for 5 hours. The solution is poured onto a water/ice mixture. The precipitated product is washed with water, filtered through a sintered glass filter under vacuum and placed overnight in a desiccator before being purified on a column of silica gel with dichloromethane as elutent.

Workup

  1. waitthe reaction mixture is left
  2. customto react
  3. washThe precipitated product is washed with water
  4. filtrationfiltered through a sintered glass
  5. filtrationfilter under vacuum
  6. custombefore being purified on a column of silica gel with dichloromethane as elutent

Sources & evidence

ORD record
ord-f1beb00594dc419bab5564416fafc109
Source dataset
uspto-grants-2001_12
Patent number
US06333414B1

Reaction notes

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