Hydrochloric Acid → DU 19111

HRID 597328Notes

Reaction equation

HRID 597328 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([NH2:6])=[O:5].[Cl:12][C:13]1[CH:14]=[C:15]([N:20]=[C:21]=[O:22])[CH:16]=[CH:17][C:18]=1[Cl:19].[Na].Cl>N1C=CC=CC=1>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([NH:6][C:21]([NH:20][C:15]1[CH:16]=[CH:17][C:18]([Cl:19])=[C:13]([Cl:12])[CH:14]=1)=[O:22])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 76073,4-Dichlorophenyl isocyanateHCID 161832,6-DichlorobenzamideHCID 5360545Sodium

Product 1

HCID 169688DU 19111

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

9.5 g of 2,6-dichlorobenzamide and 10.34 g of 3,4-dichlorophenylisocyanate in 25 ml of pyridine to which 1 g of sodium has been added are heated on a steam bath (100° C+) for 24 hours. The reaction mixture is poured on ice which contains concentrated hydrochloric acid and the solid precipitate is thoroughly washed with successively water and alcohol. The substance is recrystallized from acetonitrile. Melting point 232° C.

Workup

  1. additionThe reaction mixture is poured on ice which
  2. washthe solid precipitate is thoroughly washed with successively water and alcohol
  3. customThe substance is recrystallized from acetonitrile

Sources & evidence

ORD record
ord-47f55a4476364e87b7b0eb8011a344fd
Source dataset
uspto-grants-1977_03
Patent number
US04013717

Reaction notes

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