2,6-Dichlorobenzoyl isocyanate → HCID 13242735, compound

HRID 1980330Notes

Reaction equation

HRID 1980330 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Cl:15][C:16]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:17]=1[C:18]([N:20]=[C:21]=[O:22])=[O:19]>C(#N)C>[Cl:15][C:16]1[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[C:17]=1[C:18]([NH:20][C:21]([NH:14][C:11]1[CH:12]=[N:13][C:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[CH:9][CH:10]=1)=[O:22])=[O:19]

Participants

4

Reactant 2

HCID 129127392,6-Dichlorobenzoyl isocyanateHCID 204025296-(4-Chlorophenyl)pyridin-3-amine

Product 1

HCID 13242735HCID 13242735, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

6-(4-Chlorophenyl)-3-pyridylamine (70 mg) was dissolved in 45 ml acetonitrile and treated with 2,6-dichlorobenzoyl isocyanate (0.25 gram) under nitrogen at room temperature. A precipitate formed almost immediately and after about 2 hours stirring, the solid was collected and recrystallized from ethanol, yield, 200 mg, m.p. 225°-229° C. The identity of the product was confirmed by NMR.

Workup

  1. customA precipitate formed almost immediately and after about 2 hours
  2. customthe solid was collected
  3. customrecrystallized from ethanol
  4. customyield

Sources & evidence

ORD record
ord-649140353897442c85c1f588006923e5
Source dataset
uspto-grants-1985_04
Patent number
US04508722

Reaction notes

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