1,2,3,5-Tetrafluoro-4-nitrobenzene → HCID 86669362, compound

HRID 1914865Notes

Reaction equation

HRID 1914865 reaction equation
F[C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[C:4]([F:10])[C:3]=1[N+:11]([O-:13])=[O:12].[F:14][C:15]1[CH:21]=[C:20]([Br:22])[CH:19]=[CH:18][C:16]=1[NH2:17]>>[Br:22][C:20]1[CH:19]=[CH:18][C:16]([NH:17][C:2]2[C:3]([N+:11]([O-:13])=[O:12])=[C:4]([F:10])[CH:5]=[C:6]([F:9])[C:7]=2[F:8])=[C:15]([F:14])[CH:21]=1

Participants

3

Reactant 2

HCID 675661,2,3,5-Tetrafluoro-4-nitrobenzeneHCID 1230504-Bromo-2-fluoroaniline

Product 1

HCID 86669362HCID 86669362, compoundYield 64%

Procedure

Intermediate I-2a was prepared from 2,3,4,6-tetrafluoronitrobenzene (25 g, 128 mol) and 2-fluoro-4-bromoaniline (24.36 g, 128 mol) using procedures analogous to those described above for the preparation of Intermediate (I-1a) to afford 25 g of the product (64% yield). H1NMR (DMSO-d6, 300 MHz): δ 8.84 (s, 1H), 7.70-7.60 (m, 1H), 7.56 (dd, 1H), 7.29 (d, 1H), 7.04 (t, 1H). LCMS: 99.02%, m/z=366.9 (M+2).

Workup

  1. customthose described above for the preparation of Intermediate (I-1a)

Sources & evidence

ORD record
ord-abe7324c87c54312a7cb084671ed6f6c
Source dataset
uspto-grants-2013_12
Patent number
US08614239B2

Reaction notes

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