Hydrochloric Acid → DU 19111

HRID 847461Notes

Reaction equation

HRID 847461 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 hydrochloride 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-8d3cf5fb4e894ed3a3f406989444acd2
Source dataset
uspto-grants-1992_08
Patent number
US05142064

Reaction notes

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