2-Methyloxazole-4-carbonitrile

Base Information

• Chemical Name: 2-Methyloxazole-4-carbonitrile
• CAS No.: 89282-09-7
• Molecular Formula: C5H4N2O
• Molecular Weight: 108.1
• Hs Code.: 2934999090
• European Community (EC) Number: 832-104-4
• DSSTox Substance ID: DTXSID60415959
• Nikkaji Number: J1.049.166E
• Wikidata: Q72494030
• Mol file: 89282-09-7.mol

Synonyms:2-Methyloxazole-4-carbonitrile;89282-09-7;2-methyl-1,3-oxazole-4-carbonitrile;4-OXAZOLECARBONITRILE, 2-METHYL-;SCHEMBL1919955;DTXSID60415959;NVFTYSPOXDAKMQ-UHFFFAOYSA-N;MFCD11040623;AKOS006308600;AT18597;BS-35989;CS-0238738;FT-0767985;EN300-200282;InChI=1/C5H4N2O/c1-4-7-5(2-6)3-8-4/h3H,1H

Chemical Property of 2-Methyloxazole-4-carbonitrile

Chemical Property:

• Vapor Pressure: 0.457mmHg at 25°C
• Melting Point: 106-107℃
• Refractive Index: 1.4631 (589.3 nm 20℃)
• Boiling Point: 193.7°C at 760 mmHg
• Flash Point: 71°C
• PSA: 49.82000
• Density: 1.18g/cm³
• LogP: 0.85468
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 108.032362755
• Heavy Atom Count: 8
• Complexity: 126

Purity/Quality:

98%Min ^*data from raw suppliers

2-Methyloxazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CO1)C#N

Technology Process of 2-Methyloxazole-4-carbonitrile

There total 8 articles about 2-Methyloxazole-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: 46.0%

5-azido-2-methylthiazole-4-carbaldehyde (221558-32-3) → 2-methyl-4-oxazolecarbonitrile (89282-09-7)

Guidance literature:

In chloroform; at 50 ℃; for 36h;

DOI:10.1016/S0040-4020(98)01222-8

Reference yield: 21.0%

ethyl N-(cyanomethyl)ethanimidate + formic acid ethyl ester (109-94-4) → 2-methyl-4-oxazolecarbonitrile (89282-09-7)

Guidance literature:

ethyl N-(cyanomethyl)ethanimidate; formic acid ethyl ester; With potassium tert-butylate; In tetrahydrofuran; at -10 ℃; for 3h;

With acetic acid; for 0.0333333h; Heating;

DOI:10.1021/jm0000719

Reference yield:

N-cyanomethyl-acetimidic acid ethyl ester (73859-07-1) + formic acid ethyl ester (109-94-4) → 2-methyl-4-oxazolecarbonitrile (89282-09-7)

Guidance literature:

Multistep reaction; (i) KOEt, Et₂O, (ii) AcOH;

upstream raw materials:

2-Methyloxazole-4-carboxamide

N-cyanomethyl-acetimidic acid ethyl ester

formic acid ethyl ester

5-azido-2-methylthiazole-4-carbaldehyde

Downstream raw materials:

2-methyl-oxazole-4-carbothioic acid amide

2-methyl-1,3-oxazole-4-carbaldehyde

4-[4-(4-methoxy-phenyl)-thiazol-2-yl]-2-methyl-oxazole

2-methyl-4-[4-(4-nitro-phenyl)-thiazol-2-yl]-oxazole

Refernces

• 1、 Khanna,Yu,Huff,Weier,Xu,Koszyk,Collins,Cogburn,Isakson,Koboldt,Masferrer,Perkins,Seibert,Veenhuizen,Yuan,Yang,Zhang. "Selective cyclooxygenase-2 inhibitors: Heteroaryl modified 1,2-diarylimidazoles are potent, orally active antiinflammatory agents". . p. 3168 - 3185. Retrieved 2007/10/03.