2,6-Difluorobenzoyl isocyanate → 1-(2,6-Difluorobenzoyl)-3-(5-(4-chlorophenyl)-2-pyridyl)urea

HRID 1995607Notes

Reaction equation

HRID 1995607 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11]([NH2:14])=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[F:15][C:16]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:17]=1[C:18]([N:20]=[C:21]=[O:22])=[O:19]>C(#N)C>[F:15][C:16]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:17]=1[C:18]([NH:20][C:21]([NH:14][C:11]1[CH:10]=[CH:9][C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:13][N:12]=1)=[O:22])=[O:19]

Participants

4

Reactant 2

HCID 27333692,6-Difluorobenzoyl isocyanateHCID 132426445-(4-Chlorophenyl)pyridin-2-amine

Product 1

HCID 132426481-(2,6-Difluorobenzoyl)-3-(5-(4-chlorophenyl)-2-pyridyl)urea

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(4-Chlorophenyl)-2-pyridylamine (2 grams) was dissolved in 90 ml acetonitrile and then reacted with 2,6-difluorobenzoyl isocyanate (2.6 grams) under nitrogen at room temperature. A solid formed immediately which, after stirring for about 15 hours, was collected and identified as the desired product by NMR analysis, yield 3.4 grams, m.p. 229°-234° C.

Workup

  1. customA solid formed immediately which
  2. customwas collected

Sources & evidence

ORD record
ord-0b5b8ff7de3449548a079dc82bdc993c
Source dataset
uspto-grants-1983_09
Patent number
US04405552

Reaction notes

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