5-FORMYLISOXAZOLE

Product Name: 5-FORMYLISOXAZOLE
CAS No.: 16401-14-2
Chemical Name: 5-FORMYLISOXAZOLE
Synonyms: 5-FORMYLISOXAZOLE;ISOXAZOLE-5-CARBALDEHYDE;5-ISOXAZOLECARBOXALDEHYDE;1,2-oxazole-5-carbaldehyde;Isoxazole-5-carboxaldehyde
CBNumber: CB9449509
Molecular Formula: C4H3NO2
Formula Weight: 97.07
MOL File: 16401-14-2.mol

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5-FORMYLISOXAZOLE Property

Boiling point:: 212℃
Density: 1.258
Flash point:: 82℃
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: -3.78±0.50(Predicted)
Appearance: White to off-white Solid

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Safety

Risk Statements: 43
Safety Statements: 36/37
HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: I918105
Product name: 5-Isoxazolecarbaldehyde
Packaging: 0.1g
Price: $315
Updated: 2021/12/16

TRC

Product number: I918105
Product name: 5-Isoxazolecarbaldehyde
Packaging: 0.5g
Price: $1365
Updated: 2021/12/16

TRC

Product number: I918105
Product name: 5-Isoxazolecarbaldehyde
Packaging: 1g
Price: $2310
Updated: 2021/12/16

Chemenu

Product number: CM191222
Product name: isoxazole-5-carbaldehyde
Purity: 95%
Packaging: 5g
Price: $2319
Updated: 2021/12/16

Acints

Product number: ACI-04961
Product name: Isoxazole-5-carbaldehyde
Purity: 95%+
Packaging: 5g
Price: $1587.75
Updated: 2021/12/16

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5-FORMYLISOXAZOLE Chemical Properties,Usage,Production

Uses

5-Isoxazolecarbaldehyde is the derivative of 5-Isoxazolecarboxylic Acid, which is used as a reagent in the synthesis of N-(benzo[1,2,3]triazol-1-yl)-N-((benzyl)acetamido)phenyl carboxamides as severe acute respiratory syndrome coronavirus (SARS-CoV) 3CLpro inhibitors. 5-Isoxazolecarboxylic Acid is also used as a reagent in the synthesis of TC-6683, a α4β2 nicotinic acetylcholine receptor agonist for treatment of cognitive disorders.

Synthesis

98019-60-4

16401-14-2

Step 2: Synthesis of isoxazole-5-carbaldehyde In a round bottom flask, isoxazol-5-yl-methanol (511 mg, 5.16 mmol) was dissolved in dichloromethane (30 mL). Dess-Martin periodate (2.3 g, 5.41 mmol) was added and the reaction mixture was stirred for 1.5 h at room temperature. Upon termination of the reaction, 50 mL of 10% aqueous Na2S2O3 and saturated aqueous NaHCO3 were added, followed by extraction with dichloromethane (2 x 30 mL). The organic layer was washed sequentially with saturated NaHCO3 aqueous solution, water and brine. The aqueous layer was back-extracted with dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography using EtOAc/hexane (gradient 0-40% EtOAc) as eluent to afford 226 mg (45% yield) of isoxazole-5-carbaldehyde as a colorless oil.1H NMR (CDCl3, 300 MHz) δ (ppm): 10.05 (s, 1H), 8.44 (d, J = 1.9 Hz, 1H). 7.02 (d, J = 1.9 Hz, 1H).

References

[1] Patent: WO2013/30138, 2013, A1. Location in patent: Page/Page column 154
[2] Tetrahedron, 1967, vol. 23, p. 4697 - 4707

5-FORMYLISOXAZOLE Preparation Products And Raw materials

Raw materials

Preparation Products

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16401-14-2, 5-FORMYLISOXAZOLERelated Search:

METHYL 3-HYDROXY-5-ISOXAZOLECARBOXYLATE ETHYL 5-(2-BROMOACETYL)ISOXAZOLE-3-CARBOXYLATE 5-(BROMOACETYL)-3-PHENYLISOXAZOLE 3-METHYLISOXAZOLE-5-CARBOXYLIC ACID ISOXAZOLE-5-CARBOXYLIC ACID ISOXAZOLE-5-CARBONYL CHLORIDE 2-BROMO-1-[3-(3,4-DICHLOROPHENYL)ISOXAZOL-5-YL]ETHAN-1-ONE 2-BROMO-1-[3-(2,4-DICHLOROPHENYL)ISOXAZOL-5-YL]ETHAN-1-ONE ETHYL 5-ACETYL-3-METHYLISOXAZOLE-4-CARBOXYLATE ISOXAZOLE-5-CARBOXAMIDE 1-[3-(3,4-DICHLOROPHENYL)ISOXAZOL-5-YL]ETHAN-1-ONE 1-[3-(2,4-DICHLOROPHENYL)ISOXAZOL-5-YL]ETHAN-1-ONE 1-(3-PHENYL-5-ISOXAZOLYL)-1-ETHANONE METHYL 5-ACETYL-3-ETHYLISOXAZOLE-4-CARBOXYLATE 1-[3-(4-CHLOROPHENYL)-5-ISOXAZOLYL]-1-ETHANONE ETHYL 5-ACETYLISOXASOLE-3-CARBOXYLATE METHYL 3-(2,6-DICHLOROPHENYL)-5-[(2-([(2,6-DICHLORO-4-PYRIDYL)AMINO]CARBONYL)HYDRAZINO)CARBONYL]ISOXAZOLE-4-CARBOXYLATE METHYL 3-(2,6-DICHLOROPHENYL)-5-[(([(2,6-DICHLORO-4-PYRIDYL)CARBONYL]OXY)AMINO)CARBONYL]ISOXAZOLE-4-CARBOXYLATE

ISOXAZOLE-5-CARBALDEHYDE

5-ISOXAZOLECARBOXALDEHYDE

5-FORMYLISOXAZOLE

Isoxazole-5-carboxaldehyde

1,2-oxazole-5-carbaldehyde

16401-14-2