| Identification | More | [Name]
3,5-Dimethyl-4-isoxazolamine | [CAS]
31329-64-3 | [Synonyms]
3,5-DIMETHYL-4-ISOXAZOLAMINE
3,5-DIMETHYL-ISOXAZOL-4-YLAMINE
4-AMINO-3,5-DIMETHYLISOXAZOLE
AKOS B020738
ART-CHEM-BB B020738
TIMTEC-BB SBB005896
3,5-dimethylisoxazol-4-amine
3,5-Dimethylisoxazole-4-amine | [Molecular Formula]
C5H8N2O | [MDL Number]
MFCD02681972 | [Molecular Weight]
112.13 | [MOL File]
31329-64-3.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [HS Code ]
2934999090 |
| Hazard Information | Back Directory | [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. | [Synthesis]
Step A Synthesis of 3,5-dimethylisoxazol-4-amine: 12.00 g (84.44 mmol) of 3,5-dimethyl-4-nitroisoxazole was dissolved in 430 ml of water and 106.15 g (1.984 mol) of ammonium chloride was added. At 4°C, 46.93 g (7.17 mol) of zinc powder was added in batches over a period of 2 hours. Upon completion of the reaction, ethyl acetate was added to the reaction mixture for extraction and the organic phase was filtered through diatomaceous earth to remove solid impurities. The organic layer was dried with anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure to afford 3,5-dimethylisoxazol-4-amine in 86% (8.10 g) yield. The product was characterized by 1H-NMR (300 MHz, CDCl3): δ= 2.20 (s, 3H) ppm; 2.28 (s, 3H) ppm; 2.51 (wide s, 2H) ppm. | [References]
[1] Helvetica Chimica Acta, 1991, vol. 74, # 3, p. 531 - 542
[2] Journal of the Chemical Society, 1921, vol. 119, p. 702
[3] Gazzetta Chimica Italiana, 1941, vol. 71, p. 327,336
[4] Patent: US2003/187028, 2003, A1
[5] Patent: US2002/82264, 2002, A1 |
|
|