(5-Methyl-3-isoxazolyl)methylamine

Base Information

• Chemical Name: (5-Methyl-3-isoxazolyl)methylamine
• CAS No.: 154016-48-5
• Molecular Formula: C5H8N2O
• Molecular Weight: 112.131
• Hs Code.: 2934999090
• European Community (EC) Number: 638-892-4
• DSSTox Substance ID: DTXSID90379974
• Wikidata: Q72492406
• Mol file: 154016-48-5.mol

Synonyms:(5-Methyl-3-isoxazolyl)methylamine;154016-48-5;(5-methylisoxazol-3-yl)methanamine;(5-methyl-1,2-oxazol-3-yl)methanamine;(5-Methylisoxazol-3-yl)methylamine;c-(5-methyl-isoxazol-3-yl)-methylamine;3-(AMINOMETHYL)-5-METHYLISOXAZOLE;1-(5-methyl-1,2-oxazol-3-yl)methanamine;MFCD02681995;3-Isoxazolemethanamine, 5-methyl-;1-(5-methylisoxazol-3-yl)methanamine;SCHEMBL56595;5-methyl-3-isoxazolemethanamine;DTXSID90379974;AZVWIMLQRLKLHH-UHFFFAOYSA-N;(5-methyl 3-isoxazolyl)methylamine;GEO-01864;STK417958;[(5-methyl-3-isoxazolyl)methyl]amine;AKOS003673919;[(5-methylisoxazol-3-yl)methyl]-amine;BP-10373;BS-12910;AM20080394;BB 0259733;CS-0085256;FT-0604825;EN300-54966;A809487;A1-00926;ethyl 2-amino-1 pound not3-thiazole-5-carboxylate;W-200134;F8889-9171

Chemical Property of (5-Methyl-3-isoxazolyl)methylamine

Chemical Property:

• Vapor Pressure: 0.114mmHg at 25°C
• Refractive Index: 1.5
• Boiling Point: 220.3 °C at 760 mmHg
• Flash Point: 87 °C
• PSA: 52.05000
• Density: 1.102 g/cm³
• LogP: 1.14200
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 112.063662883
• Heavy Atom Count: 8
• Complexity: 76.8

Purity/Quality:

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

(5-Methyl-3-isoxazolyl)methylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NO1)CN

Technology Process of (5-Methyl-3-isoxazolyl)methylamine

There total 12 articles about (5-Methyl-3-isoxazolyl)methylamine 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: 98.0%

3-(azidomethyl)-5-methylisoxazole (154016-53-2) → (5-methyl-3-isoxazolyl)methylamine (154016-48-5)

Guidance literature:

With sodium tetrahydroborate; TEA; 1.3-propanedithiol; In isopropyl alcohol; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60386-6

Reference yield: 87.0%

1.3-propanedithiol (109-80-8) + 3-(azidomethyl)-5-methylisoxazole (154016-53-2) → (5-methyl-3-isoxazolyl)methylamine (154016-48-5)

Guidance literature:

With sodium tetrahydroborate; sodium borohydrid; triethylamine; In isopropyl alcohol; citric acid;

Reference yield:

(5-methyl-isoxazol-3-yl)-methanol (35166-33-7) → (5-methyl-3-isoxazolyl)methylamine (154016-48-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / Ph₃PBr₂ / CH₂Cl₂ / 1 h / Ambient temperature

2: 84 percent / NaN₃ / acetone / 24 h / Ambient temperature

3: 98 percent / NaBH₄, TEA / HS(CH₂)3SH / propan-2-ol / 24 h / Ambient temperature

With sodium tetrahydroborate; sodium azide; TEA; triphenylphosphine dibromide 1:1 addition complex; 1.3-propanedithiol; In dichloromethane; isopropyl alcohol; acetone;

DOI:10.1016/S0040-4039(00)60386-6

upstream raw materials:

5-methyl-1,2-oxazole-3-carbonitrile

3-(azidomethyl)-5-methylisoxazole

(5-methyl-isoxazol-3-yl)-methanol

ethyl 5-methylisoxazole-3-carboxylate

Downstream raw materials:

C₂₃H₁₇Cl₂N₅O₂

3-({[N-(biphenyl-4-ylcarbonyl)-O-ethyl-N-methyl-3-oxoseryl]amino}methyl)-5-methyl-1,2-oxazole

Refernces

• 1、 -. "SPIROHYDANTOIN COMPOUNDS AND THEIR USE AS SELECTIVE ANDROGEN RECEPTOR MODULATORS". Page/Page column 66. . Retrieved 2013/09/12.
• 2、 Pei,Wickhan. "Regioselective syntheses of 3-aminomethyl-5-substituted isoxazoles: A facile and chemoselective reduction of azide to amino by sodium borohydride using 1,3-propanedithiol as a catalyst". . p. 7509 - 7512. Retrieved 2007/10/02.