1,3,5-Trimethyl-1H-pyrazol-4-amine
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1,3,5-Trimethyl-1H-pyrazol-4-amine
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CAS No:
28466-21-9
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Formula:
C6H11N3
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Chemical Name:
1,3,5-Trimethyl-1H-pyrazol-4-amine
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Synonyms:
1H-Pyrazol-4-amine,1,3,5-trimethyl-;Pyrazole,4-amino-1,3,5-trimethyl-;1,3,5-Trimethyl-1H-pyrazol-4-amine;4-Amino-1,3,5-trimethylpyrazole;1,3,5-Trimethyl-4-pyrazolamine;(1,3,5-Trimethyl-1H-pyrazol-4-yl)amine;4-Amino-2,3,5-trimethyl-2H-pyrazole;4-Amino-1,3,5-trimethyl-1H-pyrazole
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CAS No:
1,3,5-Trimethyl-1H-pyrazol-4-amine Basic Attributes
125.17
125.17
110739
-0
DTXSID70182680
2933199090
Characteristics
43.8
0.4
brown solid
1.1±0.1 g/cm3
103-105 °C @ Solvent: Chloroform
236℃
97℃
1.568
0.048mmHg at 25°C
Safety Information
S22-S24/25
UQ6125100
Xi
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
1,3,5-Trimethyl-1H-pyrazol-4-amine Use and Manufacturing
To a solution of 1, 3, 5-trimethyl-4-nitro-1H-pyrazole 29 (2.1 g, 1.35 mmol) in EtOH (30 mL), iron powder (14.85 g, 27 mmol) and HC1 in water (6N, 0.23 mL, 0.67 mmol) were charged and refluxed for 16 h . After the completion of reaction (TLC monitored), solvent was evaporated under reduced pressure. The crude mixture was basified with aqueous sodium hydroxide (0.5 N) solution and extracted with 10percent MeOH-DCM (10percent, 50 mL). The organic layer was dried (Na2SO4), filtered and evaporated to obtain precursor-12 as a beige solid (1.68 g, 99percent yield). ‘HNMR (400 MHz, DMSO-d6): 3.50 (s, 3H), 3.27 (bs, 2H), 2.03 (s, 3H), 1.94 (s, 3H).A solution of 1 , 3, 5-trimethyl-4-nitro-1 H-pyrazole (which may be prepared according to D7)(850 mg, 5.48 mmol) and Pd/C (146 mg, 0.137 mmol) in methanol (15 mL) was stirred overnight under hydrogen at room temperature. The suspension was filtered through Celite and the pad was washed with EtOH (10 mL x 3). The filtrate was concentrated in vacuum.The crude was purified by column chromatography on silica gel (DCM: MeOH2O:1)to give the title compound D8 (650 mg, 4.88 mmol, 89 percent yield) as yellow oil.LCMS: 126.1 [M-f-H], tR=O.69 mm. (LCMS condition 2)
Computed Properties
Molecular Weight:125.17
XLogP3:0.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:125.095297364
Monoisotopic Mass:125.095297364
Topological Polar Surface Area:43.8
Heavy Atom Count:9
Complexity:105
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,3,5-Trimethyl-1H-pyrazol-4-amine
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