Phenyl isocyanate → HCID 11856440, compound

HRID 643298Notes

Reaction equation

HRID 643298 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[N:18][C:17]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[C:16]2[C:27]1[CH:28]=[C:29]([NH2:33])[CH:30]=[CH:31][CH:32]=1>C(#N)C>[Cl:10][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:20]=1[N:19]=[N:18][C:17]([C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)=[C:16]2[C:27]1[CH:28]=[C:29]([NH:33][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[CH:30]=[CH:31][CH:32]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 118566993-(8-Chloro-3-phenyl-cinnolin-4-yl)-phenylamine

Product 1

HCID 11856440HCID 11856440, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Phenyl isocyanate (0.075 g, 0.63 mmol) was added to a stirred solution of 3-(8-chloro-3-phenyl-cinnolin-4-yl)-phenylamine (0.025 g, 0.076 mmol) in 5 mL of ACN at room temperature. The reaction mixture was stirred for 3 hours and concentrated. The residue was purified by silica gel chromatography using 5-50% EtOAc/hexanes as eluent to provide 0.025 g of the title compound as a gray solid. HRMS (ESI, [M+H]+) 451.1310.

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by silica gel chromatography

Sources & evidence

ORD record
ord-6a99e7e887fc4dcd95790f6303755b82
Source dataset
uspto-grants-2010_04
Patent number
US07700595B2

Reaction notes

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