Chloral → 1-Methyl-1-(1-hydroxy-2,2,2-trichloroethyl)-3-phenyl urea

HRID 596726Notes

Reaction equation

HRID 596726 reaction equation
[CH3:1][NH:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4].[O:12]=[CH:13][C:14]([Cl:17])([Cl:16])[Cl:15]>Cl(O)(=O)(=O)=O>[CH3:1][N:2]([CH:13]([OH:12])[C:14]([Cl:17])([Cl:16])[Cl:15])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:4]

Participants

4

Reactant 2

HCID 6407ChloralHCID 138801-Methyl-3-phenylurea

Product 1

HCID 204870141-Methyl-1-(1-hydroxy-2,2,2-trichloroethyl)-3-phenyl urea

Reagents, catalysts & solvents 1

HCID 24247Perchloric AcidCatalyst

Procedure

1-methyl-3-phenyl urea (7.5 g, 0.05 mol) was reacted with 7.5 g (0.05 mol) of chloral without solvent. The mixture was shaken for a short period of time. After, 3 drops of perchloric acid were added and the mixture heated gently for a few minutes to give a homogenous viscous oil. Upon cooling, the product formed as a glass. The chemical analysis showed: %Cl, calculated 35.8, found 35.8; %N, calculated 9.4, found 8.0. The product is the fifth compound tabulated in Table I.

Workup

  1. temperaturethe mixture heated gently for a few minutes
  2. customto give a homogenous viscous oil
  3. temperatureUpon cooling
  4. customthe product formed as a glass

Sources & evidence

ORD record
ord-f4dd2d80b4664083b2b234530e20351c
Source dataset
uspto-grants-1977_03
Patent number
US04012225

Reaction notes

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