Propanediamide, 2-(3,4-dichlorophenyl)-2-hydroxy- → HCID 13361934, compound

HRID 255476Notes

Reaction equation

HRID 255476 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([OH:16])([C:13]([NH2:15])=[O:14])[C:10]([NH2:12])=[O:11])[CH:5]=[CH:6][C:7]=1[Cl:8]>C(Cl)(=O)C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([O:16][C:9](=[O:16])[C:4]2[CH:5]=[CH:6][CH:7]=[CH:2][CH:3]=2)([C:10]([NH2:12])=[O:11])[C:13]([NH2:15])=[O:14])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 158916Propanediamide, 2-(3,4-dichlorophenyl)-2-hydroxy-

Product 1

HCID 13361934HCID 13361934, compoundYield 109.4%

Reagents, catalysts & solvents 1

HCID 7412Benzoyl chlorideSolvent

Conditions

Temperature
5 °C

Procedure

13.1 g of 3,4-dichlorophenylhydroxymalonic acid diamide in 200 ml of benzoyl chloride were heated to 110° C. for 9 hours. The mixture was then cooled to 5° C. and the precipitate was filtered off with suction, washed with toluene and then recrystallised from 550 ml of i-propanol. 10 g of 3,4-dichlorophenylbenzoyloxymalonic acid diamide were isolated: melting point 225° C., with decomposition.

Workup

  1. filtrationthe precipitate was filtered off with suction
  2. washwashed with toluene
  3. customrecrystallised from 550 ml of i-propanol

Sources & evidence

ORD record
ord-adec9ddc144d45b393d854182e416199
Source dataset
uspto-grants-1987_10
Patent number
US04698333

Reaction notes

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