3-Chloro-4-(4-methylpiperazin-1-yl)aniline

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3-Chloro-4-(4-methylpiperazin-1-yl)aniline Basic information
Product Name:3-Chloro-4-(4-methylpiperazin-1-yl)aniline
Synonyms:3-CHLORO-4-(4-METHYL-PIPERAZIN-1-YL)-PHENYLAMINE;AKOS BB-7856;AKOS B033196;1-(4-AMINO-2-CHLOROPHENYL)-4-METHYLPIPERAZINE;ASISCHEM Z03257;TIMTEC-BB SBB011555;BENZENAMINE, 3-CHLORO-4-(4-METHYL-PIPERAZINYL);3-chloro-4-(4-methyl-1-piperazinyl)aniline
CAS:16154-72-6
MF:C11H16ClN3
MW:225.72
EINECS:
Product Categories:Miscellaneous
Mol File:16154-72-6.mol
3-Chloro-4-(4-methylpiperazin-1-yl)aniline Structure
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
pka7.54±0.42(Predicted)
AppearanceOff-white to gray Solid
Safety Information
Hazard Codes Xi
HazardClass IRRITANT
HS Code 2933599590
MSDS Information
3-Chloro-4-(4-methylpiperazin-1-yl)aniline Usage And Synthesis
Synthesis
BUTTPARK 83\09-70

16154-62-4

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

16154-72-6

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
3-Chloro-4-(4-methylpiperazin-1-yl)aniline Preparation Products And Raw materials
Raw materialsBUTTPARK 83\09-70-->Methanol-->Hydrogen
Tag:3-Chloro-4-(4-methylpiperazin-1-yl)aniline(16154-72-6) Related Product Information
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