Hydrochloric Acid → Dichloralurea

HRID 261891Notes

Reaction equation

HRID 261891 reaction equation
[O:1]=[CH:2][C:3]([Cl:6])([Cl:5])[Cl:4].[ClH:7].[NH2:8][C:9]([NH2:11])=[O:10]>O>[OH:1][CH:2]([NH:8][C:9](=[O:10])[NH:11][CH:2]([OH:1])[C:3]([Cl:5])([Cl:4])[Cl:7])[C:3]([Cl:6])([Cl:5])[Cl:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1176UreaHCID 6407Chloral

Product 1

HCID 8313DichloralureaYield 57%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

This compound has previously been prepared by Chattaway and James [Proc. Roy. Soc., A134 372 (1931)]. A mixture of chloral (162.2 g, 1.1 mole), H2O (100 ml), and concentrated HCl (150 ml) was stirred at 70°-80° C. Urea (30 g, 0.5 moles) was added all at once and the resulting mixture was stirred for 5 hours. The white precipitate which formed was filtered, and then washed with water until the pH of the wash water was 7. The product was then recrystallized from aqueous EtOH to give white needles; 57% yield, m.p. 193°-194° C.

Workup

  1. customThis compound has previously been prepared by Chattaway and James [Proc. Roy. Soc., A134 372 (1931)]
  2. stirringwas stirred for 5 hours
  3. customThe white precipitate which formed
  4. filtrationwas filtered
  5. washwashed with water until the pH of the wash water
  6. customThe product was then recrystallized from aqueous EtOH
  7. customto give white needles

Sources & evidence

ORD record
ord-a0fe1682c3064df4910c8cab7ad7b1e5
Source dataset
uspto-grants-1979_05
Patent number
US04152497

Reaction notes

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