3-CYANO-4-METHYLCOUMARIN

Base Information

• Chemical Name: 3-CYANO-4-METHYLCOUMARIN
• CAS No.: 24526-69-0
• Molecular Formula: C11H7 N O2
• Molecular Weight: 185.182
• Hs Code.: 2932209090
• Mol file: 24526-69-0.mol

Synonyms:Coumarin,3-cyano-4-methyl- (7CI,8CI); 3-Cyano-4-methylcoumarin;4-Methyl-2-oxo-2H-1-benzopyran-3-carbonitrile; NSC 26773

Chemical Property of 3-CYANO-4-METHYLCOUMARIN

Chemical Property:

• Vapor Pressure: 3.9E-05mmHg at 25°C
• Melting Point: 192-195 °C (dec.)(lit.)
• Boiling Point: 352.2°Cat760mmHg
• Flash Point: 168.1°C
• PSA: 54.00000
• Density: 1.29g/cm³
• LogP: 1.97308
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly)

Purity/Quality:

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

4-Methyl-2-oxo-2H-chromene-3-carbonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Methyl-2-oxo-2H-chromene-3-carbonitrile is a useful reactant for various organic reaction and synthesis of organic compounds.

Technology Process of 3-CYANO-4-METHYLCOUMARIN

There total 11 articles about 3-CYANO-4-METHYLCOUMARIN 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: 100.0%

3-cyano-4-methyl-benzopyran-2-imine (41078-17-5) → 4-methyl-2-oxo-2H-chromene-3-carbonitrile (24526-69-0)

Guidance literature:

With hydrogenchloride; In ethanol; for 0.5h; Heating;

DOI:10.1007/BF00807640

Reference yield: 95.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + cyanoacetic acid amide (107-91-5) → 4-methyl-2-oxo-2H-chromene-3-carbonitrile (24526-69-0)

Guidance literature:

With ammonium acetate; acetic acid; In benzene; for 6h; Heating;

Reference yield: 92.0%

o-hydroxyacetophenone (118-93-4,104809-67-8) + malononitrile (109-77-3) → 4-methyl-2-oxo-2H-chromene-3-carbonitrile (24526-69-0)

Guidance literature:

With ammonium acetate; acetic acid; In benzene; for 6h; Heating;

upstream raw materials:

o-hydroxyacetophenone

ethyl 2-cyanoacetate

Cyano-(2-oxo-2H-chromen-4-yl)-acetic acid ethyl ester

malononitrile

Downstream raw materials:

4(2'-dimethylaminoethenyl)-2-oxo-2H-benzo[b]pyran-3-carbonitrile

Refernces

• 1、 Schroeder,Link. "-". . p. 1886. Retrieved 1953.
• 2、 Erian, Ayman Wahba,Hafez, Ebtisam Abdul Aziz,Darwish, Elham Sayed,Elnagdi, Mohamed Hilmy. "Studies with polyfunctionally substituted heteroaromatics: Synthesis of new heterocyclic aromatic amines as potential intermediates for preparation of dyes for thermal diffusion printing". . p. 1038 - 1041. Retrieved 1998.
• 3、 Junek. "-". . p. 234,241. Retrieved 1964.
• 4、 Li, Junhao,Zheng, Nan,Duan, Xuelun,Li, Rui,Song, Wangze. "Palladium-Catalyzed Regioselective and Diastereoselective C-Glycosylation by Allyl-Allyl Coupling". supporting information. p. 846 - 850. Retrieved 2020/12/13.