1,2-Difluoro-3-nitrobenzene → 2-[(2-Fluoro-6-nitrophenyl)amino]ethanol

HRID 1991205Notes

Reaction equation

HRID 1991205 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1F.BrC1C=CC=C([N+]([O-])=O)C=1[NH:22][CH2:23][CH2:24][OH:25]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[NH:22][CH2:23][CH2:24][OH:25]

Participants

3

Reactant 2

HCID 813351,2-Difluoro-3-nitrobenzeneHCID 112539952-[(2-Bromo-6-nitrophenyl)amino]ethanol

Product 1

HCID 114241932-[(2-Fluoro-6-nitrophenyl)amino]ethanol

Procedure

2-[(2-Fluoro-6-nitrophenyl)amino]ethanol was prepared starting from 1,2-difluoro-3-nitrobenzene (0.66 g) according to the procedure described for the synthesis of 2-[(2-bromo-6-nitrophenyl)amino]ethanol. Yield 0.78 g (95%). MS (ESI) m/z 201.1 [M+H]. 1H NMR (400 MHz, DMSO-D6) δ ppm: 3.56 (m, 4 H), 4.91 (m, 1H), 6.70 (m, 1H), 7.46 (m, 1H), 7.85 (bs, 1H), 7.89 (m, 1H).

Sources & evidence

ORD record
ord-f76ba74d20c54bc3936467e42119f2ac
Source dataset
uspto-grants-2010_01
Patent number
US07645784B2

Reaction notes

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