4-Fluoroaniline → HCID 59540289, compound

HRID 923436Notes

Reaction equation

[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[N+:9]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]Br)([O-:11])=[O:10]>>[F:1][C:2]1[CH:8]=[CH:7][C:5]([N:6]([CH2:15][C:14]2[CH:17]=[CH:18][CH:19]=[C:12]([N+:9]([O-:11])=[O:10])[CH:13]=2)[CH2:15][C:14]2[CH:17]=[CH:18][CH:19]=[C:12]([N+:9]([O-:11])=[O:10])[CH:13]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 97314-Fluoroaniline

HCID 77568Benzene, 1-(bromomethyl)-3-nitro-

Product 1

HCID 59540289HCID 59540289, compoundYield 87%

Procedure

4-Fluoroaniline and 3-nitrobenzyl bromide were processed using the method described in Example 1A to provide 1.46 g (87%) of the title compound. 1H NMR (400 MHz, DMSO-D6) δ 4.88 (s, 4 H) 6.69-6.75 (m, 2 H) 6.97 (t, J=8.89 Hz, 2 H) 7.64 (t, J=7.81 Hz, 2 H) 7.70-7.74 (m, 2 H) 8.08-8.13 (m, 4 H).

Sources & evidence

ORD record: ord-0b4a388f856642379012288854d6c237
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278922B2

Reaction notes

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