5-AMINO-3-PHENYLISOXAZOLE
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5-AMINO-3-PHENYLISOXAZOLE
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CAS No:
4369-55-5
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Formula:
C9H8N2O
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Chemical Name:
5-AMINO-3-PHENYLISOXAZOLE
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Synonyms:
NSC93157;AKOSB029446;SALOR-INTL482897-1EA;OTAVA-BBBB7020410006;3-PHENYL-5-ISOXAZOLAMINE;3-PHENYLISOXAZOL-5-AMINE;5-AMINO-3-PHENYLISOXAZOLE;3-PHENYLISOXAZOLE-5-AMINE;5-Isoxazolamine,3-phenyl-;3-PHENYL-ISOXAZOL-5-YLAMINE
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CAS No:
Characteristics
52
1.7
Orange Crystalline Powder
1.204g/cm3
110-114 °C(lit.)
379.3°C at 760 mmHg
183.2ºC
1.599
Safety Information
IRRITANT
3
22
24/25
Xn,Xi
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, P501
H302
|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|Aggregated GHS information provided by 44 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-AMINO-3-PHENYLISOXAZOLE Use and Manufacturing
General procedure: Ketonitrile 5 (100 mmol) was added to 15percent aqueous NaOH solution(100 mL) followed by hydroxylamine (200 mmol). The resulting mixture was heated at reflux for 14 h, cooled down to r.t., theresulting precipitate was isolated by filtration and crystallized from isopropyl alcohol.Example 145; N-(3-Phenylisoxazol-5-yl)-4-(3-phenyl-1, 2, 4-thiadiazol-5-yl)piperazine-1-carboxamide; (1) 3-Phenylisoxazole-5-amine; A mixture of 3-oxo-3-phenylpropanenitrile (5.00 g, 34.4 mmol), hydroxylamine sulfate (3.10 g, 18.9 mmol), ethanol (35 ml) and an aqueous solution (35 ml) of sodium hydroxide (1.66 g, 41.4 mmol) was stirred at 80°C for 24 hours. After cooling to room temperature, the reaction mixture was adjusted to pH=11 by addition of an aqueous 8N sodium hydroxide solution and then extracted with chloroform. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (hexane : ethyl acetate = 1 : 1) to obtain the desired product (1.09 g, 19.8percent) as a solid. The mixture of 3-phenylpropiolonitrile (0.07 g, 0.5 mmol), sodium hydroxide (0.02 g, 0.5 mmol) and hydroxylamine hydrochloride (0.04 g, 0.5 mmol) in EtOH (6 mL) was stirred at room temperature for 12 h. The reaction was monitored by TLC. After the completion of the reaction, the mixture was extracted with ethyl acetate (3×10 mL), and the liquor was washed with saturated brine (3×10 mL). The resulting organic phase was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel to give product (0.06 g, 76percent). 3-Phenylisoxazol-5-amine (5a)
Computed Properties
Molecular Weight:160.17
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:160.063662883
Monoisotopic Mass:160.063662883
Topological Polar Surface Area:52
Heavy Atom Count:12
Complexity:146
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes