3-Propanoylbenzonitrile

Base Information

• Chemical Name: 3-Propanoylbenzonitrile
• CAS No.: 50916-34-2
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• European Community (EC) Number: 868-544-9
• Nikkaji Number: J815.084B
• Mol file: 50916-34-2.mol

Synonyms:3-Propanoylbenzonitrile;50916-34-2;1-(3-Cyanophenyl)propan-1-one;3-Propionyl-benzonitrile;SCHEMBL2310105;RQNDMQXNIOALFA-UHFFFAOYSA-N;MFCD11934421;AKOS015948331;EN300-345796;F74307;Z1255396281

Chemical Property of 3-Propanoylbenzonitrile

Chemical Property:

• PSA: 40.86000
• LogP: 2.15098
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

98%min ^*data from raw suppliers

3-Propanoylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)C1=CC=CC(=C1)C#N
• Uses: 3-propanoylbenzonitrile is used in the preparation of pyrimidinediones as apelin receptor agonists.

Technology Process of 3-Propanoylbenzonitrile

There total 9 articles about 3-Propanoylbenzonitrile 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: 94.0%

potassiumhexacyanoferrate(II) trihydrate + 3'-chloro-propiophenone (34841-35-5) → 3-propionylbenzonitrile (50916-34-2)

Guidance literature:

With 2-[2-(dicyclohexylphosphino)-phenyl]-1-methyl-1H-indole; palladium diacetate; sodium carbonate; triethylamine; In water; acetonitrile; at 70 ℃; for 18h;

DOI:10.1021/ol1028892

Reference yield: 86.0%

1-(3-bromophenyl)-1-propanone (19829-31-3) + copper(I) cyanide (544-92-3) → 3-propionylbenzonitrile (50916-34-2)

Guidance literature:

In N,N-dimethyl-formamide; for 6h; Heating;

DOI:10.1016/S0040-4020(01)80835-8

Reference yield: 78.0%

C10H10N4 → 3-propionylbenzonitrile (50916-34-2)

Guidance literature:

C₁₀H₁₀N₄; With sodium hydride; In dimethyl sulfoxide; mineral oil; at 20 ℃; for 4h; Inert atmosphere;

With water; In dimethyl sulfoxide; mineral oil; for 0.25h; Inert atmosphere;

DOI:10.1039/c6ra13088g

upstream raw materials:

1-(3-bromophenyl)-1-propanone

copper(I) cyanide

1-(3-amino-phenyl)-propan-1-one

potassium cyanide

Downstream raw materials:

α-bromo-3'-cyanopropiophenone

C₁₆H₁₀N₂O₃

C₁₂H₉N₃O₂

(S)-3-(1-aminopropyl)benzonitrile

Refernces

• 1、 -. "CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE". Paragraph 000618; 000619; 000632; 000633. . Retrieved 2018/01/17.
• 2、 Yeung, Pui Yee,So, Chau Ming,Lau, Chak Po,Kwong, Fuk Yee. "A mild and efficient palladium-catalyzed cyanation of aryl chlorides with K4[Fe(CN)6]". supporting information; experimental part. p. 648 - 651. Retrieved 2011/04/15.