3-CHLORO-4-(4-METHYLPIPERAZIN-1-YL)ANILINE Chemical Properties

Melting point:

141 °C

Boiling point:

382.1±42.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

storage temp. 

2-8°C, protect from light

pka

7.54±0.42(Predicted)

Appearance

Off-white to gray Solid

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933599590

3-CHLORO-4-(4-METHYLPIPERAZIN-1-YL)ANILINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 1-(4-amino-2-chlorophenyl)-4-methylpiperazine from 1-(2-chloro-4-nitrophenyl)-4-methylpiperazine: 1-(2-chloro-4-nitrophenyl)-4-methylpiperazine (13.5 g, 52.8 mmol) was dissolved in methanol (200 mL) and platinum(IV) oxide (0.120 g, 0.528 mmol) was added as catalyst. The reaction system was evacuated and replaced twice with hydrogen, and then the reaction was stirred under hydrogen atmosphere for 48 hours. After completion of the reaction, the crude reaction mixture was filtered through a diatomaceous earth pad and the filter cake was washed with methanol. The filtrate was concentrated to give 1-(4-amino-2-chlorophenyl)-4-methylpiperazine as an orange solid (12 g, 100% yield). The product was characterized by 1H NMR (400 MHz, methanol-d4): δ 2.35 (s, 3H), 2.62 (br.s., 4H), 2.95 (br.s., 4H), 6.63 (dd, J = 8.53, 2.76 Hz, 1H), 6.75-6.81 (m, 1H), 6.90-6.97 (m, 1H); the mass spectra (MS ) showed m/z 226 ([M+H]+).

References

[1] Patent: WO2011/120026, 2011, A1. Location in patent: Page/Page column 35
[2] Patent: WO2016/22460, 2016, A1. Location in patent: Page/Page column 138
[3] Patent: WO2017/66428, 2017, A1. Location in patent: Page/Page column 250

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