5-Amino-3,4-dimethylisoxazole

Base Information

• Chemical Name: 5-Amino-3,4-dimethylisoxazole
• CAS No.: 19947-75-2
• Molecular Formula: C5H8N2O
• Molecular Weight: 112.131
• Hs Code.: 2934999090
• European Community (EC) Number: 243-437-4
• NSC Number: 143787
• UNII: EX4SJ7E95P
• DSSTox Substance ID: DTXSID20173720
• Nikkaji Number: J38.371F
• Wikidata: Q69754424
• ChEMBL ID: CHEMBL4760618
• Mol file: 19947-75-2.mol

Synonyms:3,4-DMAI;5-amino-3,4-dimethylisoxazole

Chemical Property of 5-Amino-3,4-dimethylisoxazole

Chemical Property:

• Appearance/Colour: White to off-white cyrstalline solid
• Vapor Pressure: 0.0278mmHg at 25°C
• Melting Point: 118-122 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 246 °C at 760 mmHg
• PKA: -0.24±0.50(Predicted)
• Flash Point: 102.6 °C
• PSA: 52.05000
• Density: 1.118 g/cm³
• LogP: 1.45480
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO, Methanol
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 112.063662883
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Amino-3- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(ON=C1C)N

Technology Process of 5-Amino-3,4-dimethylisoxazole

There total 10 articles about 5-Amino-3,4-dimethylisoxazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 32.7%

2-methyl-3-oxo-butyronitrile (4468-47-7,128252-16-4) → 5-amino-3,4-dimethylisoxazol (19947-75-2)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydroxide; In water; at 40 ℃; for 3h; Reflux;

DOI:10.1016/j.bmc.2012.06.011

Reference yield: 30.0%

3-bromo-N-bromo-N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone (161990-83-6) → 5-amino-3,4-dimethylisoxazol (19947-75-2) + 3-bromo-2-hydroxy-3,4-dimethyl-(5-isoxazolyl)-1,4-naphthoquinone-4-imine + 3-bromo-N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone + 3-bromo-4-[N-bromo-N-(3,4-dimethylisoxazol-5-yl)amino]-4-ethoxy-3,4-dihydro-1,2-naphthoquinone

Guidance literature:

With ethanol; In water; at 50 ℃; for 7h; Further byproducts given;

Reference yield: 30.0%

3-bromo-N-bromo-N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone (161990-83-6) → 5-amino-3,4-dimethylisoxazol (19947-75-2) + 3-bromolawsone (1203-39-0) + 3-bromo-2-hydroxy-3,4-dimethyl-(5-isoxazolyl)-1,4-naphthoquinone-4-imine + 3-bromo-4-[N-bromo-N-(3,4-dimethylisoxazol-5-yl)amino]-4-ethoxy-3,4-dihydro-1,2-naphthoquinone

Guidance literature:

With ethanol; In water; at 50 ℃; for 7h; Further byproducts given;

upstream raw materials:

2-methyl-3-oxo-butyronitrile

ethanol

3-bromo-N-bromo-N-(3,4-dimethyl-5-isoxazolyl)-4-amino-1,2-naphthoquinone

(3,4-Dimethyl-isoxazol-5-yl)-carbamic acid tert-butyl ester

Downstream raw materials:

5-Acetamino-3.4-dimethyl-isoxazol

benzylidene-(3,4-dimethyl-isoxazol-5-yl)-amine

N-(3,4-dimethyl-isoxazol-5-yl)-4-nitro-benzamide

4,5-dimethyl-4-imidazolin-2-one

Refernces

• 1、 Bai, Renren,Wei, Zhen,Liu, Jie,Xie, Weijia,Yao, Hequan,Wu, Xiaoming,Jiang, Jieyun,Wang, Qiujuan,Xu, Jinyi. "Synthesis and biological evaluation of 4′-[(benzimidazole-1-yl) methyl]biphenyl-2-sulfonamide derivatives as dual angiotensin II/endothelin A receptor antagonists". experimental part. p. 4661 - 4667. Retrieved 2012/09/07.
• 2、 Dabbene, Viviana G.,Brinon, Margarita C.,Bertorello, Maria M. de. "Ethanolysis of 3-Bromo-4--1,2-naphthoquinone". . p. 508 - 509. Retrieved 2007/10/03.