1-Methylpiperazine → HCID 2974347, compound

HRID 230471Notes

Reaction equation

HRID 230471 reaction equation
F[C:2]1C=C(F)C=CC=1[N+]([O-])=O.CN1CCNCC1.[CH2:19]([NH:21][C:22]1[CH:27]=[C:26]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[CH:25]=[CH:24][C:23]=1[N+:34]([O-:36])=[O:35])[CH3:20]>>[CH2:19]([NH:21][C:22]1[CH:27]=[C:26]([N:28]2[CH2:29][CH2:30][N:31]([CH3:2])[CH2:32][CH2:33]2)[CH:25]=[CH:24][C:23]=1[N+:34]([O-:36])=[O:35])[CH3:20]

Participants

4

Reactant 3

HCID 531671-MethylpiperazineHCID 679672,4-DifluoronitrobenzeneHCID 2947276HCID 2947276, compound

Product 1

HCID 2974347HCID 2974347, compound

Procedure

N-ethyl-5-(4-methyl-1-piperazinyl)-2-nitroaniline was prepared from 2,4-difluoro-1-nitrobenzene and methylpiperazine using the same method described for N-ethyl-2-nitro-5-(1-piperazinyl)aniline and was obtained as yellow solid (99%). 1H NMR (CDCl3) δ 8.30 (br s, 1H), 8.08-8.04 (m, 1H), 6.25-6.20 (m, 1H), 5.89-5.86 (m, 1H), 3.45-3.39 (m, 4H), 3.35-3.25 (m, 2H), 2.56-2.50 (m, 4H), 2.35 (s, 3H), 1.37 (tr, J=7.2 Hz, 3)); 13C NMR δ (CDCl3) 155.92, 147.72, 128.99, 124.19, 104.30, 94.37, 54.78, 47.05, 46.25, 37.73, 14.43; MS (posESI) m/z=found 264.1575, calc 264.1586. Anal. (C13H20N4O2.0.5H2O) C, H, O.

Sources & evidence

ORD record
ord-ccb5d9044b314174bda84bdecaaf10a3
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

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