3-Nitrophenylboronic Acid → HCID 22667741, compound

HRID 1007092Notes

Reaction equation

HRID 1007092 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([O:9][CH3:10])[CH:3]=1.[N+:11]([C:14]1[CH:15]=[C:16](B(O)O)[CH:17]=[CH:18][CH:19]=1)([O-:13])=[O:12]>>[NH2:6][C:5]1[CH:7]=[CH:8][C:2]([C:18]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:11]([O-:13])=[O:12])[CH:19]=2)=[CH:3][C:4]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 4592574-Bromo-2-methoxyaniline

Product 1

HCID 22667741HCID 22667741, compound

Procedure

4-Amino-3-methoxy-3′-nitro-biphenyl was prepared from 4-bromo-2-methoxyaniline (Synth. Commun. 23(6), 855-9(1993)) and 3-nitrophenyl boronic acid according to the procedure of Example 5. White solid: mp 167-168° C.; 1H-NMR (CDCl3) δ 8.39 (t, 1H, J=1.97 Hz), 8.13-8.09 (m, 1H), 7.88-7.84 (m, 1H), 7.55 (t, 1H, J=8.0 Hz), 7.09 (dd, 1H, J=7.98, 1.94 Hz), 7.04 (d, 1H, J=1.89 Hz), 6.80 (d, 1H, J=8.04 Hz), 4.0 (s, 5H).

Sources & evidence

ORD record
ord-b16d182a30cc4566982374193566e9c0
Source dataset
uspto-grants-2004_09
Patent number
US06794373B2

Reaction notes

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