Dipropan-2-yl(3-nitrophenyl)phosphonate → Dipropan-2-yl(3-aminophenyl)phosphonate

HRID 1947797Notes

Reaction equation

HRID 1947797 reaction equation
CC(OP(C1C=CC(N)=CC=1)(=O)OC(C)C)C.[CH3:18][CH:19]([O:21][P:22]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([N+:34]([O-])=O)[CH:29]=1)(=[O:27])[O:23][CH:24]([CH3:26])[CH3:25])[CH3:20]>>[CH3:26][CH:24]([O:23][P:22]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([NH2:34])[CH:29]=1)(=[O:27])[O:21][CH:19]([CH3:18])[CH3:20])[CH3:25]

Participants

3

Reactant 2

HCID 54035471Dipropan-2-yl(3-nitrophenyl)phosphonateHCID 86653993Dipropan-2-yl(4-aminophenyl)phosphonate

Product 1

HCID 13649474Dipropan-2-yl(3-aminophenyl)phosphonateYield 45%

Procedure

Prepared according to the procedure described for dipropan-2-yl(4-aminophenyl)phosphonate using dipropan-2-yl(3-nitrophenyl)phosphonate. Yield: 45%. 1H-NMR (DMSO-d6, 400 MHz): δ=1.15 (d, J=6.4 Hz, 6H), 1.24 (d, J=6.4 Hz, 6H), 4.45-4.50 (m, 2H), 5.35 (s, br, 2H), 6.70-6.77 (m, 2H), 6.58 (d, J=8.0 Hz, 1H), 7.10-7.25 (m, 1H). MS: m/z 257.97 [MH+].

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-0591b0b752644f64b1405f8843160ee7
Source dataset
uspto-grants-2013_03
Patent number
US08399433B2

Reaction notes

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