5-Amino-3-methylisoxazole-4-carbonitrile

Base Information

• Chemical Name: 5-Amino-3-methylisoxazole-4-carbonitrile
• CAS No.: 35261-01-9
• Molecular Formula: C5H5 N3 O
• Molecular Weight: 123.114
• Hs Code.: 2934999090
• NSC Number: 202613
• DSSTox Substance ID: DTXSID60308170
• Nikkaji Number: J2.321.654J
• Wikidata: Q72439652
• Mol file: 35261-01-9.mol

Synonyms:35261-01-9;5-Amino-3-methylisoxazole-4-carbonitrile;5-amino-3-methyl-4-isoxazolecarbonitrile;5-amino-3-methyl-1,2-oxazole-4-carbonitrile;5-Amino-3-methyl-isoxazole-4-carbonitrile;MFCD00027378;NSC202613;EC-000.1932;SCHEMBL2334751;DTXSID60308170;HMS1630A10;STK772138;AKOS001060933;3P-382S;NSC-202613;AM803760;SY025149;CS-0036487;FT-0639248;Isoxazole-4-carbonitrile, 5-amino-3-methyl-;EN300-152921;A822698;AG-826/25038002;J-516717;Z56987408

Chemical Property of 5-Amino-3-methylisoxazole-4-carbonitrile

Chemical Property:

• Vapor Pressure: 5.41E-05mmHg at 25°C
• Melting Point: 227-230°C
• Boiling Point: 347.4 °C at 760 mmHg
• Flash Point: 163.9 °C
• PSA: 75.84000
• Density: 1.3 g/cm³
• LogP: 1.01808
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 123.043261792
• Heavy Atom Count: 9
• Complexity: 150

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-3-methylisoxazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NOC(=C1C#N)N

Technology Process of 5-Amino-3-methylisoxazole-4-carbonitrile

There total 4 articles about 5-Amino-3-methylisoxazole-4-carbonitrile 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: 96.8%

(1-ethoxyethylidene)malononitrile (5417-82-3) → 3-methyl-4-cyano-5-aminoisoxazole (35261-01-9)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; In ethanol; water; at 20 - 50 ℃;

Reference yield: 15.0%

3-methyl-4-thiocarbamoyl-5-aminoisoxazole (130783-67-4) → 3-methyl-4-aminoisothiazolo<4,3-d>isoxazole (130783-71-0) + 3-methyl-4-cyano-5-aminoisoxazole (35261-01-9)

Guidance literature:

With iodine; sodium hydrogencarbonate; In tetrahydrofuran; water; for 0.5h;

Reference yield:

(2E)-2-cyano-3-ethoxybut-2-enethioamide (116595-42-7) → 3-methyl-4-cyano-5-aminoisoxazole (35261-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / tetramethylguanidine, hydroxylamine hydrochloride / CHCl₃ / 2 h

2: 15 percent / hydrogen peroxide / pyridine / 24 h / 0 °C

With 1,1,3,3-tetramethylguanidine; hydroxylamine hydrochloride; dihydrogen peroxide; In pyridine; chloroform;

upstream raw materials:

(1-ethoxyethylidene)malononitrile

3-methyl-4-thiocarbamoyl-5-aminoisoxazole

(2E)-2-cyano-3-ethoxybut-2-enethioamide

Downstream raw materials:

5-amino-3-methyl-1,2-oxazole-4-carboxamide

3,4-dihydro-5-methyl-4-oxoisoxazolo<5,4-d>-1,2,3-triazine 2-oxide

4-chloro-3-methylisoxazolo<5,4-d>pyrimidine

4-chloro-3,6-dimethylisoxazolo[5,4-d]pyrimidine