2,4-Difluoronitrobenzene → HCID 58459211, compound

HRID 2036559Notes

Reaction equation

HRID 2036559 reaction equation
F[C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[F:12][C:13]1[CH:14]=[C:15]([CH:17]=[C:18]([F:20])[CH:19]=1)[NH2:16]>>[F:12][C:13]1[CH:14]=[C:15]([NH:16][C:2]2[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=2[N+:9]([O-:11])=[O:10])[CH:17]=[C:18]([F:20])[CH:19]=1

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 965953,5-Difluoroaniline

Product 1

HCID 58459211HCID 58459211, compound

Procedure

Prepared according to Step D1 in General Procedure D using 2,4-difluoronitrobenzene (1.757 mL, 16.02 mmol) and 3,5-difluoroaniline (2.069 g, 16.02 mmol) to give N-(3,5-difluorophenyl)-5-fluoro-2-nitroaniline as an orange solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 9.48 (1H, s), 8.23 (1H, dd, J=9.4, 6.1 Hz), 7.05-7.17 (3H, m), 6.99 (1H, tt, J=9.4, 2.3 Hz), 6.84-6.91 (1H, m); LC-MS (ESI) m/z 267.0 [M−H]−.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7ef5422e7d6c4e8a822651133822654a
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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