Carbon Disulfide → HCID 11010529, compound

HRID 1660523Notes

Reaction equation

HRID 1660523 reaction equation
[C:1]1([C:7](=[N:17]O)[C:8](=[N:15]O)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na].[C:20](=S)=[S:21]>C(O)C>[C:1]1([C@H:7]2[C@H:8]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[NH:15][C:20](=[S:21])[NH:17]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 5360545SodiumHCID 135419028Diphenylethanedione dioxime

Product 1

HCID 11010529HCID 11010529, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

11.5 g of D,L-1,2-diphenylethylenediamine (melting point 70°-71°), which is obtainable by reduction of benzil dioxime with sodium in ethanol, are dissolved in 230 ml of carbon disulfide. The solution is stirred for 3 hours and evaporated to dryness. The residue is taken up in a mixture of 40 ml of ethanol and 40 ml of water, 0.6 ml of concentrated hydrochloric acid is added and the mixture is refluxed for 48 hours. It is then evaporated to dryness and the residue is recrystallised from a mixture of ethanol and acetone. Trans-4,5-Diphenylimidazolidine-2-thione with a melting point of 223°-225° is obtained.

Workup

  1. customevaporated to dryness
  2. additionThe residue is taken up in a mixture of 40 ml of ethanol and 40 ml of water, 0.6 ml of concentrated hydrochloric acid
  3. additionis added
  4. temperaturethe mixture is refluxed for 48 hours
  5. customIt is then evaporated to dryness
  6. customthe residue is recrystallised from a mixture of ethanol and acetone

Sources & evidence

ORD record
ord-4f02cfb1f74640138ab393e02f7755b9
Source dataset
uspto-grants-1981_12
Patent number
US04308277

Reaction notes

Loading…