31329-64-3

Basic information

• Product Name: 3,5-Dimethyl-4-isoxazolamine
• Synonyms: TIMTEC-BB SBB005896;AKOS B020738;3,5-DIMETHYL-4-ISOXAZOLAMINE;3,5-DIMETHYL-ISOXAZOL-4-YLAMINE;4-AMINO-3,5-DIMETHYLISOXAZOLE;ART-CHEM-BB B020738;3,5-dimethylisoxazol-4-amine;3,5-Dimethylisoxazole-4-amine
• CAS NO: 31329-64-3
• Molecular Formula: C₅H₈N₂O
• Molecular Weight: 112.13
• Product Categories: Amines;Oxazoles, Isoxazoles & Benzoxazoles;Oxazole&Isoxazole;Oxazoles, Isoxazoles & Benzoxazoles;Building Blocks;Heterocyclic Building Blocks;Isoxazoles;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 31329-64-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 41-46 °C(lit.)
• Boiling Point: 78-80°C 0,4mm
• Flash Point: 95 °C
• Appearance: /
• Density: 1.118 g/cm³
• Vapor Pressure: 0.056mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: ?20°C
• PKA: 1.59±0.10(Predicted)
• CAS DataBase Reference: 3,5-Dimethyl-4-isoxazolamine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethyl-4-isoxazolamine(31329-64-3)
• EPA Substance Registry System: 3,5-Dimethyl-4-isoxazolamine(31329-64-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• Hazardous Substances Data: 31329-64-3(Hazardous Substances Data)

Usage

Uses

4-Amino-3,5-dimethylisoxazole may be used in the synthesis of 3,5-dimethyl-4-phenylazoisoxazole via reaction with nitrosobenzene.The diazonium salt of 4-Amino-3,5-dimethylisoxazole can react with cupric sulfate to form acetyltriazole derivatives.

General Description

4-Amino-3,5-dimethylisoxazole can be prepared via reduction of 3,5-dimethyl-4-nitroisoxazole in the presence of Zn/NH4Cl in H2O.

InChI:InChI=1/C5H8N2O/c1-3-5(6)4(2)8-7-3/h6H2,1-2H3

Upstream product

• 123-54-6 acetylacetone 
• 1123-49-5 3,5-dimethyl-4-nitroisoxazole 
• 300-87-8 3,5-dimethyl-1,2-oxazole 

Downstream Products

• 1173702-01-6 N-[(Z)-1-(5-chloro-2-nitrophenyI)methylidene]-N-(3,5-dimethyl-4-isoxazolyl)amine 
• 1173702-00-5 N-(3,5-dimethylisoxazol-4-yl)-N-((E)-1-(2-nitrophenyl)methylidene)amine 
• 1344026-55-6 C₂₆H₂₀ClN₃O 
• 1344026-54-5 C₂₆H₂₁N₃O 
• 1344026-57-8 C₂₇H₂₃N₃O₂ 
• 1344026-56-7 C₂₇H₂₃N₃O 
• 1215013-63-0 4-bromo-N-(3,5-dimethylisoxazol-4-yl)benzenesulfonamide 
• 1215013-64-1 4-bromo-2,6-dichloro-N-(3,5-dimethylisoxazol-4-yl)benzenesulfonamide 
• 28824-88-6 N-(3,5-dimethylisoxazol-4-yl)benzamide 
• 28690-78-0 N-(3,5-dimethyl-isoxazol-4-yl)-2-nitro-benzamide 

Relevant articles and documents

Synthesis of 1,3,5-triazinane-2-thiones and 1,3,5-oxadiazinane-4-thiones linked with isoxazoles

Trimolecular condensation of N-(3,5-dimethyl-4-isoxazolyl)N′- arylthioureas 2 obtained from 1 by reaction with arylisothiocyanates, with aqueous formaldehyde and primary amines in toluene under reflux leads to 5-alkyl-1-(3,5-dimethyl-4-isoxazolyl)-3-aryl-hexahydro-1,3,5-triazinane-2- thiones 3 in excellent yields. Condensation of 2 with aqueous formaldehyde under similar condition provides isoxazolyl 1,3,5-oxadiazinane-4thiones 4.

Medicament for viral diseases

Isoxazoles are highly effective anti-viral agents. Combinations of isoxazoles, dihydropyrimidines and/or lamivudine and, optionally, interferon inhibit the proliferation of HBV viruses better than conventional agents.

Transformations in the isoxazole series: Synthesis of substituted 2-aminothiazoles

Substitued N-(isoxazol-4-yl)thioureas 1 undergo a transformation in the presence of hexacarbonylmolybdenum and acid to yield functionalized thiazoles 3 in a one-pot reaction. In a few cases, 1,4,5-trisubstituted dihydroimidazoleth, iones 4 are also isolated as side products. Mechanistic considerations are outlined and scope and limitations of this new methodology discussed.