3-Nitrophenylboronic Acid → HCID 9903502, compound

HRID 844110Notes

Reaction equation

HRID 844110 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8](Br)[CH:9]=[CH:10][C:5]=2[NH:4][C:3]1=[O:12].[N+:13]([C:16]1[CH:17]=[C:18](B(O)O)[CH:19]=[CH:20][CH:21]=1)([O-:15])=[O:14]>>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([C:20]3[CH:19]=[CH:18][CH:17]=[C:16]([N+:13]([O-:15])=[O:14])[CH:21]=3)[CH:9]=[CH:10][C:5]=2[NH:4][C:3]1=[O:12]

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 98159826-broMo-1-Methyl-1H-benzo[d]iMidazol-2(3H)-one

Product 1

HCID 9903502HCID 9903502, compound

Procedure

Prepared from 1-methyl-6-bromo-1,3-dihydro-benzoimidazol-2-one and 3-nitro-phenyl boronic acid in the same fashion as that of Example 5. White solid: mp 264-265° C.; 1H-NMR (DMSO-d6) δ11.0 (s, 1H), 8.47 (t, 1H, J=1.5 Hz), 8.19-8.15 (m, 2H), 7.75 (t, 1H, J=8.25 Hz), 7.58 (d, 1H, J=1.5 Hz), 7.43 (dd, 1H, J=8.25, 1.5 Hz), 7.1 (d, 1H, J=8.25 Hz), 3.37 (s, 3H); MS (ES) m/z 268([M−H]−, 50%); Anal. Calc. For C14H11N3O3: C, 62.45; H, 4.12; N, 15.61. Found: C, 61.48; H, 4.36; N, 14.75.

Sources & evidence

ORD record
ord-f97e6d92fe9c4e709ad7b31208a05a53
Source dataset
uspto-grants-2002_04
Patent number
US06380235B1

Reaction notes

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