3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile

Base Information

• Chemical Name: 3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile
• CAS No.: 13610-55-4
• Molecular Formula: C₁₀H₈N₂O₂
• Molecular Weight: 188.186
• Hs Code.: 2934999090
• European Community (EC) Number: 634-385-7
• DSSTox Substance ID: DTXSID80384057
• Nikkaji Number: J1.494.489C
• Wikidata: Q82175964
• Mol file: 13610-55-4.mol

Synonyms:13610-55-4;3-(2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile;3-(2-oxo-1,3-benzoxazol-3-yl)propanenitrile;3-(2-Oxobenzo[d]oxazol-3(2H)-yl)propanenitrile;3-(2-oxo-1,3-benzoxazol-3(2H)-yl)propanenitrile;3-(2-Oxo-benzooxazol-3-yl)-propionitrile;Maybridge1_008620;Oprea1_082425;Oprea1_193636;HMS565P18;DTXSID80384057;MFCD00052165;STL495901;AKOS000181517;SDCCGMLS-0066253.P001;TS-02648;CS-0247271;FT-0613581;2-Oxo-2,3-dihydrobenzoxazole 3-propionitrile;EN300-36244;Z54339677

Chemical Property of 3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile

Chemical Property:

• Vapor Pressure: 1.23E-05mmHg at 25°C
• Melting Point: 119-121 °C(lit.)
• Boiling Point: 368.9°Cat760mmHg
• Flash Point: 176.9°C
• PSA: 58.93000
• Density: 1.301g/cm³
• LogP: 1.50818
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 188.058577502
• Heavy Atom Count: 14
• Complexity: 281

Purity/Quality:

99%, ^*data from raw suppliers

3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N(C(=O)O2)CCC#N

Technology Process of 3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile

There total 4 articles about 3-(2-Oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanenitrile 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: 85.0%

N-(2-cyanoethyl)-N-phenylhydroxylamine (41246-17-7) + trifluoroacetyl chloride (76-02-8) → 2-oxo-3(2H)-benzoxazolinepropionitrile (13610-55-4)

Guidance literature:

With triethylamine; In diethyl ether; at 0 - 25 ℃; for 8h;

DOI:10.1021/jo401985h

Reference yield: 72.0%

2-Benzoxazolinone (59-49-4) + acrylonitrile (107-13-1,25014-41-9) → 2-oxo-3(2H)-benzoxazolinepropionitrile (13610-55-4)

Guidance literature:

With triethylamine; In water; 1) 50-60 deg C, 6 h 2) 25-30 deg C, 18 h;

Reference yield:

N-Phenylhydroxylamine (100-65-2) → 2-oxo-3(2H)-benzoxazolinepropionitrile (13610-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 h / 23 - 25 °C / Inert atmosphere

2: triethylamine / diethyl ether / 8 h / 0 - 25 °C

With triethylamine; In diethyl ether; 1: |Michael Addition;

DOI:10.1021/jo401985h

upstream raw materials:

2-Benzoxazolinone

acrylonitrile

N-(2-cyanoethyl)-N-phenylhydroxylamine

trifluoroacetyl chloride

Downstream raw materials:

2-oxo-3(2H)-benzoxazolepropionamide

3-(6-nitro-2-oxo-benzooxazol-3-yl)-propionic acid

3-(6-chloro-2-oxo-benzooxazol-3-yl)-propionic acid

4-Benzoxazolonyl-(3)-buttersaeure