2-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline → 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamine

HRID 469813Notes

Reaction equation

HRID 469813 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([B:10]2[O:14][C:13]([CH3:16])([CH3:15])[C:12]([CH3:18])([CH3:17])[O:11]2)[CH:7]=[CH:6][C:5]=1[NH2:19])([O-])=O>[Ni]>[CH3:15][C:13]1([CH3:16])[C:12]([CH3:17])([CH3:18])[O:11][B:10]([C:8]2[CH:9]=[C:4]([NH2:1])[C:5]([NH2:19])=[CH:6][CH:7]=2)[O:14]1

Participants

3

Reactant 1

HCID 162179142-Nitro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Product 1

HCID 177502424-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzene-1,2-diamine is prepared from the commercially available 2-nitro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamine using the Ra—Ni catalyzed nitro reduction method described in Example 1 (step c).

Sources & evidence

ORD record
ord-b621e7c652544f2db08aa136e0a2fbb8
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

Loading…