Phosphorus oxychloride → HCID 68980960, compound
Reaction equation
[F:1][C:2]1[C:3]([O:12][C:13]2[CH:18]=[C:17]([C:19](=O)[NH:20]C(C)(C)C)[CH:16]=[C:15]([C:26](=O)[NH:27]C(C)(C)C)[CH:14]=2)=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8].P(Cl)(Cl)(Cl)=O>>[F:1][C:2]1[C:3]([O:12][C:13]2[CH:18]=[C:17]([C:19]#[N:20])[CH:16]=[C:15]([C:26]#[N:27])[CH:14]=2)=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1[F:8]Participants
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.
Sources & evidence
- ORD record
- ord-3a0324b0ee934cc8a4cfc60c3cfbeb74
- Source dataset
- uspto-grants-2009_10
- Patent number
- US07608731B2
Reaction notes
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