88958-29-6

Basic information

• Product Name: 3-Isoxazolecarbonyl chloride, 5-(4-methylphenyl)-
• CAS NO: 88958-29-6
• Molecular Formula: C11H8ClNO2
• Molecular Weight: 221.643
• Mol File: 88958-29-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-Isoxazolecarbonyl chloride, 5-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Isoxazolecarbonyl chloride, 5-(4-methylphenyl)-(88958-29-6)
• EPA Substance Registry System: 3-Isoxazolecarbonyl chloride, 5-(4-methylphenyl)-(88958-29-6)

Safety Data

• Hazardous Substances Data: 88958-29-6(Hazardous Substances Data)

Upstream product

• 1361109-69-4 3-hydroxyiminomethyl-5-p-tolylisoxazole 
• 33282-21-2 5-(4-methylphenyl)isoxazole-3-carboxylic acid 

Downstream Products

• 1363770-50-6 5-formyl-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-54-0 2-ethoxy-4-formylphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-91-5 (E)-4-(biphenyl-4-yliminomethyl)-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-97-1 (E)-4-(4-bromophenyliminomethyl)-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-99-3 (E)-5-(biphenyl-4-yliminomethyl)-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363771-03-2 (E)-5-(4-bromophenyliminomethyl)-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363771-08-7 (E)-2-(biphenyl-4-yliminomethyl)-6-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363771-11-2 (E)-2-(4-bromophenyliminomethyl)-6-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363771-13-4 (E)-4-(biphenyl-4-yliminomethyl)-2-ethoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363771-17-8 (E)-4-(4-bromophenyliminomethyl)-2-ethoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-46-0 4-formylphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-52-8 2-formyl-6-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 
• 1363770-48-2 4-formyl-2-methoxyphenyl 5-(4-methylphenyl)isoxazole-3-carboxylate 

Relevant articles and documents

Synthesis of 5-azolyl-2,4-dihydro-3H-1,2,4-triazole-3-thiones and 5-azolyl-1,3,4-thiadiazol-2-amines based on derivatives of 5-arylisoxazole-3-carboxylic and 4,5-dichloroisothiazole-3-carboxylic acids

[Figure not available: see fulltext.] 2-Mercapto-1,3,4-triazoles and 2-amino-1,3,4-thiadiazoles were synthesized by successive transformations of 5-arylisoxazole- and 4,5-dichloroisothiazole-3-carboxylic acids and their derivatives. The amino group of 5-(

Synthesis of functionally substituted isoxazole and isothiazole derivatives

Acylation of benzene and toluene with 5-phenyl- and 5-(p-tolyl)isoxazole-3- carbonyl chlorides gave 5-phenyl(or p-tolyl)isoxazol-3-yl phenyl(or p-tolyl)ketones which were reduced to the corresponding alcohols with sodium tetrahydridoborate in propan-2-ol. Selective reduction of the carboxy group in 4,5-dichloroisothiazole-3-carboxylic acid was achieved by the action of BH 3, and the aldehyde group in 4-formyl-2-methoxyphenyl 5-arylisoxazole-3-carboxylates and 4,5-dichloroisothiazole-3-carboxylates was reduced to hydroxymethyl group with sodium triacetoxyhydridoborate in benzene. Acylation of the resulting hydroxymethyl derivatives with 5-arylisoxazole- and 4,5-dichloroisothiazole-3-carbonyl chlorides afforded the corresponding esters containing two azole fragments in their molecules.

Synthesis of hydroxybenzaldehyde derivatives containing an isoxazole heteroring

5-Phenyl(p-tolyl)isoxazole-3-carboxylic acids were synthesized starting from 3-hydroxyiminomethyl-5-phenyl(p-tolyl)isoxazoles, and their reactions with p-hydroxybenzaldehyde, vanillin, isovanillin, o-vanillin, and ethyl vanillin gave the corresponding esters. The latter were brought into condensation with aromatic amines to obtain Schiff bases which were reduced to amines. Pleiades Publishing, Ltd., 2012.