2-Chlorobenzoyl isocyanate → HCID 21834793, compound

HRID 1741185Notes

Reaction equation

HRID 1741185 reaction equation
[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][C:21]=2[O:27][CH3:28])=[CH:16][CH:15]=1>CCCCCCC>[Cl:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[C:4]([NH:6][C:7]([NH:24][C:23]1[CH:25]=[CH:26][C:20]([C:17]2[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=2)=[C:21]([O:27][CH3:28])[CH:22]=1)=[O:8])=[O:5]

Participants

4

Reactant 2

HCID 99423112-Chlorobenzoyl isocyanateHCID 21834794HCID 21834794, compound

Product 1

HCID 21834793HCID 21834793, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

To a stirred solution of 2-chlorobenzoylisocyanate (0.2 g, 1.1 mmol) in xylenes (40 ml) was added a solution of 4-(4-chlorophenyl)-3-methoxyaniline (0.2 g, 0.9 mmol) in xylenes (ml). The mixture was stirred at ambient temperature for 2.5 hours then diluted with n-heptane (60 ml) and stirred for an additional one-half hour. The resulting precipitate was collected by filtration and washed with cold pentane to provide 2-chloro-N-[{(2-methoxy4'-chloro[1,1'-biphenyl]-4-yl)amino}carbonyl]benzamide, m.p. 178-179° C. (Compound A).

Workup

  1. stirringstirred for an additional one-half hour
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with cold pentane

Sources & evidence

ORD record
ord-23c1bd25b9a74b1193bba0dbdb65abbe
Source dataset
uspto-grants-1999_10
Patent number
US05973008

Reaction notes

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