1,2,3-Trifluoro-4-nitrobenzene → HCID 68981237, compound

HRID 1822145Notes

Reaction equation

HRID 1822145 reaction equation
[C:1]([NH:5][C:6]([C:8]1[CH:9]=[C:10]([O-:21])[CH:11]=[C:12]([C:14](=[O:20])[NH:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Na+].F[C:24]1[C:29]([F:30])=[C:28]([F:31])[CH:27]=[CH:26][C:25]=1[N+:32]([O-:34])=[O:33]>>[F:30][C:29]1[C:24]([O:21][C:10]2[CH:9]=[C:8]([C:6](=[O:7])[NH:5][C:1]([CH3:4])([CH3:2])[CH3:3])[CH:13]=[C:12]([C:14](=[O:20])[NH:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:11]=2)=[C:25]([N+:32]([O-:34])=[O:33])[CH:26]=[CH:27][C:28]=1[F:31]

Participants

3

Reactant 2

HCID 698711,2,3-Trifluoro-4-nitrobenzeneHCID 68983549HCID 68983549, compound

Product 1

HCID 68981237HCID 68981237, compound

Procedure

In another embodiment of the present invention there is provided a process for the preparation of a compound according to formula III wherein R2 is 3,5-dicyano-phenyl which process further comprises (i) contacting sodium 3,5-bis-tert-butylcarbamoyl-phenolate with 2,3,4-trifluoronitrobenzene in an appropriate solvent at temperatures from about −30° C. up to about 40° C. to afford a 3,4-difluoro-2-(3,5-bis-tert-butylcarbamoyl-phenoxy)nitrobenzene; and (ii) contacting 3,4-difluoro-2-(3,5-bis-tert-butylcarbamoyl-phenoxy)nitrobenzene with phosphorus oxychloride or a similar dehydrating agent to afford 3,4-difluoro-2-(3,5-dicyano-phenoxy)nitrobenzene 111 (R2=3,5-dicyanophenyl). The ether can be convert to IV (R2=3,5-dicyanophenyl) as described below.

Workup

  1. customIn another embodiment of the present invention there is provided a process
  2. customfor the preparation of a compound
  3. customfrom about −30° C. up to about 40° C.

Sources & evidence

ORD record
ord-adb2ebd3c6a64669b5eb36981d00dfce
Source dataset
uspto-grants-2009_10
Patent number
US07608731B2

Reaction notes

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