Chloral → HCID 68144560, compound

HRID 1730308Notes

Reaction equation

HRID 1730308 reaction equation
[CH2:1]([N:4]1[C:8](=[NH:9])[C:7](=[O:10])[N:6]([CH3:11])[C:5]1=[O:12])[CH:2]=[CH2:3].O=[CH:14][C:15]([Cl:18])([Cl:17])[Cl:16].S(Cl)([Cl:21])=O>C(Cl)(Cl)Cl>[CH2:1]([N:4]1[C:8](=[N:9][CH:14]([Cl:21])[C:15]([Cl:18])([Cl:17])[Cl:16])[C:7](=[O:10])[N:6]([CH3:11])[C:5]1=[O:12])[CH:2]=[CH2:3]

Participants

5

Reactant 3

HCID 6407ChloralHCID 24386Thionyl ChlorideHCID 21497484HCID 21497484, compound

Product 1

HCID 68144560HCID 68144560, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
55 °C

Procedure

1-allyl-3-methyl-5-iminoimidazolidine-2,4-dione (20.0 g -- 0.12 mol) and 17.7 g (0.12 mol) chloral in 50 ml chloroform were stirred at 25° C. for 1/2 hour. To the resulting solution was added 28.69 (0.24 mol) thionyl chloride. The temperature rose to 35° C. and a precipitate formed. The reaction mixture was heated at 55° C. for 2 hours, cooled and filtered. The filtrate was stripped to give 24 g of 1-allyl-3-methyl-5-(1,2,2,2-tetrachloroethylimino)-imidazolidine-2,4-dione, as a yellow oil.

Workup

  1. customrose to 35° C.
  2. customa precipitate formed
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-f4a1c949d9784ec5af181a1e2fcfcac9
Source dataset
uspto-grants-1976_11
Patent number
US03992402

Reaction notes

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