2,4-Difluoronitrobenzene → HCID 58459151, compound

HRID 2036557Notes

Reaction equation

HRID 2036557 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].[CH3:12][S:13]([C:16]1[CH:17]=[C:18]([CH:20]=[CH:21][CH:22]=1)[NH2:19])(=[O:15])=[O:14]>>[F:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([CH:7]=1)[NH:19][C:18]1[CH:20]=[CH:21][CH:22]=[C:16]([S:13]([CH3:12])(=[O:15])=[O:14])[CH:17]=1

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 4280293-(Methylsulphonyl)aniline

Product 1

HCID 58459151HCID 58459151, compound

Procedure

Prepared according to Step D1 in General Procedure D using 2,4-difluoronitro-benzene (0.571 mL, 5.20 mmol) and 3-(methylsulfonyl)aniline (0.891 g, 5.20 mmol) to give 5-fluoro-N-(3-(methylsulfonyl)phenyl)-2-nitroaniline as a bright yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 9.65 (1H, s), 8.25 (1H, dd, J=9.6, 6.1 Hz), 7.85-7.89 (1H, m), 7.64-7.75 (3H, m), 6.98 (1H, dd, J=11.4, 2.6 Hz), 6.79-6.87 (1H, m), 3.24 (3H, s); LC-MS (ESI) m/z 311.0 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4fb52a0e363b49fa9d3265a4056a40ec
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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