Ethanolamine → 2-[(4-nitrophenyl)amino]ethanol

HRID 1179238Notes

Reaction equation

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

Participants

Reactant 2

HCID 700Ethanolamine

HCID 9590p-Fluoronitrobenzene

Product 1

HCID 2661542-[(4-nitrophenyl)amino]ethanol

Procedure

The title compound was prepared from 1-fluoro-4-nitrobenzene and 2-aminoethanol following the procedure described above. MS (ES+): m/z=183.0; 1H NMR (CDCl3, 500 MHz): δ 3.41 (t, 2H), 3.92 (t, 2H), 6.59 (d, 2H), 8.11 (d, 2H).

Sources & evidence

ORD record: ord-fea5d066ded645f1a967205c94b001a3
Source dataset: uspto-grants-2007_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07279469B2

Reaction notes

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