2,4-Difluoronitrobenzene → HCID 58459238, compound

HRID 2036569Notes

Reaction equation

HRID 2036569 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:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH2:16]>>[F:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([CH:7]=1)[NH:16][C:15]1[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=1[S:13][CH3:12]

Participants

3

Reactant 2

HCID 679672,4-DifluoronitrobenzeneHCID 763372-(Methylthio)aniline

Product 1

HCID 58459238HCID 58459238, compound

Procedure

Prepared according to Step D1 in General Procedure D using 2,4-difluoronitro-benzene (3.46 mL, 31.5 mmol) and 2-(methylthio)aniline (3.88 mL, 31.5 mmol) to give 5-fluoro-N-(2-(methylthio)phenyl)-2-nitroaniline as an orange solid: 1H NMR] (400 MHz, DMSO-d6) δ ppm 9.52 (1H, s), 8.26 (1H, dd, J=9.4, 6.1 Hz), 7.34-7.45 (3H, m), 7.26-7.32 (1H, m), 6.67-6.75 (1H, m), 6.35 (1H, dd, J=11.6, 2.6 Hz), 2.43 (3H, s); LC-MS (ESI) m/z 279.0 [M+H]+ at 2.176 min; m/z 277.0 [M−H]− at 2.169 min.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-b73e126377de4500bb516f87facd9255
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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