2-(4-Amino-1H-pyrazol-1-yl)ethanol
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2-(4-Amino-1H-pyrazol-1-yl)ethanol
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CAS No:
84407-13-6
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Formula:
C5H9N3O
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Chemical Name:
2-(4-Amino-1H-pyrazol-1-yl)ethanol
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Synonyms:
2-(4-Amino-1H-pyrazol-1-yl)ethanol;1H-Pyrazole-1-ethanol, 3-aMino-;2-(3-AMino-1H-pyrazol-1-yl)ethanol;2-(4-Amino-1H-pyrazol-1-yl)ethanol (Related Reference);2-(3-Amino-1H-pyrazol-1-yl)
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CAS No:
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, 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.
2-(4-Amino-1H-pyrazol-1-yl)ethanol Use and Manufacturing
In ethanol (6 mL) solution of 2-(3-nitro 1H-pyrazole 1-yl) ethanol (0.187 g, 1.19mmol), 10percent palladium/carbon (20 mg) was added under argon gas atmosphere, reaction mixture was stirred under a room temperature and hydrogen gas atmosphere (balloon)overnight. The insoluble material was washed with ethanol and filtered with the cerite pad. The filtrate and washings were combined, and concentrated by drying under reduced pressure to obtain title compound (light brown tarry material, 0.151 g, 1.18 mmol, 99percent) .Pd/C (10 percent; 508 mg, 0.48 mmol) is added to a de-gassed solution of 2-(3-nitro-1H- pyrazol-1-yl)ethan-1-ol (intermediate K; 5.0 g, 31.8 mmol) in EtOH (50 mL) and themixture is stirred at rt under an atmosphere of hydrogen overnight. The catalyst is removed by filtration through Celite® and washed with EtOH and EtOAc. The filtrate is concentrated in vacuo. The crude residue is dissolved in EtOAc and MeOH and filtered through Celite® for a second time. The filtrate is concentrated in vacuo and azeotroped with heptane to give the title compound N (3.66 g, 91 percent) as a yellow oil. The2- (3-Nitro-lH-pyrazol-l-yl) ethanol (2.48 g, 15.8 mmol) was dissolved in ethyl acetate (15 ml) . 10percentwt Pd/C (1 g) was added and the suspension was stirred under hydrogen gas at room temperature for overnight. The suspension was filtered through celite and concentrated in vacuo to give 1.8 g of the title compound (90percent) as a light yellow oil. [M+H] calc'd for CIn ethanol (6 mL) solution of 2-(3-nitro 1H-pyrazole 1-yl) ethanol (0.187 g, 1.19mmol), 10percent palladium/carbon (20 mg) was added under argon gas atmosphere, reaction mixture was stirred under a room temperature and hydrogen gas atmosphere (balloon)overnight. The insoluble material was washed with ethanol and filtered with the cerite pad. The filtrate and washings were combined, and concentrated by drying under reduced pressure to obtain title compound (light brown tarry material, 0.151 g, 1.18 mmol, 99percent) .Pd/C (10 percent; 508 mg, 0.48 mmol) is added to a de-gassed solution of 2-(3-nitro-1H- pyrazol-1-yl)ethan-1-ol (intermediate K; 5.0 g, 31.8 mmol) in EtOH (50 mL) and themixture is stirred at rt under an atmosphere of hydrogen overnight. The catalyst is removed by filtration through Celite® and washed with EtOH and EtOAc. The filtrate is concentrated in vacuo. The crude residue is dissolved in EtOAc and MeOH and filtered through Celite® for a second time. The filtrate is concentrated in vacuo and azeotroped with heptane to give the title compound N (3.66 g, 91 percent) as a yellow oil. The2- (3-Nitro-lH-pyrazol-l-yl) ethanol (2.48 g, 15.8 mmol) was dissolved in ethyl acetate (15 ml) . 10percentwt Pd/C (1 g) was added and the suspension was stirred under hydrogen gas at room temperature for overnight. The suspension was filtered through celite and concentrated in vacuo to give 1.8 g of the title compound (90percent) as a light yellow oil. [M+H] calc'd for C
Computed Properties
Molecular Weight:127.14
XLogP3:-0.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:127.074561919
Monoisotopic Mass:127.074561919
Topological Polar Surface Area:64.1
Heavy Atom Count:9
Complexity:88.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
2-(4-Amino-1H-pyrazol-1-yl)ethanol
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