2-Chlorobenzoyl isocyanate → 1-(2-Chlorobenzoyl)-3-(4,6-dimethyl-5-phenyl-2-pyridyl)urea

HRID 1995616Notes

Reaction equation

HRID 1995616 reaction equation
[CH3:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([CH3:14])[N:5]=[C:4]([NH2:15])[CH:3]=1.[Cl:16][C:17]1[CH:27]=[CH:26][CH:25]=[CH:24][C:18]=1[C:19]([N:21]=[C:22]=[O:23])=[O:20]>C(#N)C>[Cl:16][C:17]1[CH:27]=[CH:26][CH:25]=[CH:24][C:18]=1[C:19]([NH:21][C:22]([NH:15][C:4]1[CH:3]=[C:2]([CH3:1])[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([CH3:14])[N:5]=1)=[O:23])=[O:20]

Participants

4

Reactant 2

HCID 99423112-Chlorobenzoyl isocyanateHCID 135028544,6-Dimethyl-5-phenyl-2-pyridylamine

Product 1

HCID 132426521-(2-Chlorobenzoyl)-3-(4,6-dimethyl-5-phenyl-2-pyridyl)urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4,6-Dimethyl-5-phenyl-2-pyridylamine (0.5 gram) was dissolved in 25 ml acetonitrile and reacted with 2-chlorobenzoyl isocyanate (0.6 gram) under nitrogen at room temperature. A precipitate formed immediately and the reaction was stirred for approximately 2 hours. The solid product was collected, washed with a small amount of acetonitrile, and identified by NMR as the desired product, m.p. 176°-189° C.

Workup

  1. customA precipitate formed immediately
  2. customThe solid product was collected
  3. washwashed with a small amount of acetonitrile

Sources & evidence

ORD record
ord-b34c0af69e9a49b680d1922fc5b0562a
Source dataset
uspto-grants-1983_09
Patent number
US04405552

Reaction notes

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