3-Bromo-5-aminomethylisoxazole

Base Information

• Chemical Name: 3-Bromo-5-aminomethylisoxazole
• CAS No.: 2763-93-1
• Molecular Formula: C₄H₅BrN₂O
• Molecular Weight: 177
• Hs Code.: 2934999090
• European Community (EC) Number: 839-177-1
• DSSTox Substance ID: DTXSID90376822
• Wikidata: Q82165726
• Mol file: 2763-93-1.mol

Synonyms:2763-93-1;3-Bromo-5-aminomethylisoxazole;(3-BROMOISOXAZOL-5-YL)METHANAMINE;(3-bromo-1,2-oxazol-5-yl)methanamine;(3-bromoisoxazol-5-yl)methylamine;SCHEMBL3131551;DTXSID90376822;MFCD02181048;benzyl?3-oxopyrrolidine-1-carboxylate;5-AMINOMETHYL-3-BROMOISOXAZOLE;AKOS006278818;(3-bromo-isoxazol-5-yl)-methyl-amine;AB11464;TS-02447;CS-0268561;FT-0717713;EN300-226358;1-(3-BROMO-1,2-OXAZOL-5-YL)METHANAMINE

Chemical Property of 3-Bromo-5-aminomethylisoxazole

Chemical Property:

• Vapor Pressure: 0.00296mmHg at 25°C
• Refractive Index: 1.558
• Boiling Point: 284.6 °C at 760 mmHg
• PKA: 7.33±0.29(Predicted)
• Flash Point: 125.9 °C
• PSA: 52.05000
• Density: 1.741 g/cm³
• LogP: 1.59610
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.95853
• Heavy Atom Count: 8
• Complexity: 80.4

Purity/Quality:

98%min ^*data from raw suppliers

(3-bromoisoxazol-5-yl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(ON=C1Br)CN

Technology Process of 3-Bromo-5-aminomethylisoxazole

There total 3 articles about 3-Bromo-5-aminomethylisoxazole 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: 90.0%

5-Chloromethyl-3-bromoisoxazole (124498-15-3) → 5-Aminomethyl-3-bromoisoxazole (2763-93-1)

Guidance literature:

With ammonium hydroxide; In 1,4-dioxane; for 4h; Ambient temperature;

DOI:10.1080/00397919208021324

Reference yield: 51.0%

N-dibromomethylidenehydroxylamine (74213-24-4) + prop-2-yn-1-amine hydrochloride (15430-52-1) → 5-Aminomethyl-3-bromoisoxazole (2763-93-1)

Guidance literature:

With potassium hydrogencarbonate; In water; Ambient temperature;

DOI:10.1016/S0040-4039(00)79827-3

Reference yield:

C12H7BrN2O3 (1203465-97-7) → 5-Aminomethyl-3-bromoisoxazole (2763-93-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 5h; Reflux;

DOI:10.1021/jf902541w

upstream raw materials:

N-dibromomethylidenehydroxylamine

prop-2-yn-1-amine hydrochloride

5-Chloromethyl-3-bromoisoxazole

C₁₂H₇BrN₂O₃

Downstream raw materials:

5-aminomethyl-3-methoxyisoxazole

Refernces

• 1、 Moloney, Gerard P.,Martin, Graeme R.,Mathews, Neil,Hobbs, Heather,Dodsworth, Susan,Sang, Pang Yih,Knight, Cameron,Maxwell, Miles,Glen, Robert C.. "Synthesis and pharmacological profile of a series of 2,5-substituted-N,N-dimethyltryptamine derivatives as novel antagonists for the vascular 5-HT1B-like receptor". . p. 2713 - 2723. Retrieved 2007/10/03.
• 2、 Pevarello,Varasi. "An improved synthesis of muscimol". . p. 1939 - 1948. Retrieved 2007/10/02.