4-ACETAMIDOPHENYLACETONITRILE

Base Information

• Chemical Name: 4-ACETAMIDOPHENYLACETONITRILE
• CAS No.: 25025-06-3
• Molecular Formula: C10H10N2O
• Molecular Weight: 174.202
• Hs Code.: 2926909090
• Mol file: 25025-06-3.mol

Synonyms:p-Acetotoluidide,a-cyano- (8CI);4-Acetylaminophenylacetonitrile;Cyano-N-(4-methylphenyl)acetamide;NSC 151986;p-Acetamidophenylacetonitrile;

Chemical Property of 4-ACETAMIDOPHENYLACETONITRILE

Chemical Property:

• Vapor Pressure: 5.86E-07mmHg at 25°C
• Melting Point: 82 °C
• Refractive Index: 1.587
• Boiling Point: 410.8 °C at 760 mmHg
• Flash Point: 202.2 °C
• PSA: 52.89000
• Density: 1.171 g/cm³
• LogP: 1.78408

Purity/Quality:

98%min ^*data from raw suppliers

4-Acetamidophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-ACETAMIDOPHENYLACETONITRILE

There total 5 articles about 4-ACETAMIDOPHENYLACETONITRILE 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: 87.0%

2-(4-ethynylphenyl)acetonitrile (351002-90-9) → N-(4-cyanomethyl-phenyl)-acetamide (25025-06-3)

Guidance literature:

With trimethylsilylazide; silver carbonate; trifluoroacetic acid; In water; 1,2-dichloro-ethane; at 60 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/adsc.201700783

Reference yield: 86.0%

4-bromoacetanilide (103-88-8) + ethyl 2-cyanoacetate (105-56-6) → N-(4-cyanomethyl-phenyl)-acetamide (25025-06-3)

Guidance literature:

4-bromoacetanilide; ethyl 2-cyanoacetate; With potassium phosphate; N-(2-methylnaphthalen-1-yl)-N’-(pyridin-2-ylmethyl)oxalamide; copper(l) chloride; In ethanol; at 80 ℃; for 24h; Schlenk technique; Inert atmosphere;

With water; In ethanol; at 80 ℃; Schlenk technique; Inert atmosphere; Cooling;

DOI:10.1002/anie.202014638

Reference yield:

p-aminophenylacetonitrile (3544-25-0) → N-(4-cyanomethyl-phenyl)-acetamide (25025-06-3)

Guidance literature:

With acetic anhydride; triethylamine; In dichloromethane;

upstream raw materials:

p-aminophenylacetonitrile

acetyl chloride

2-(4-ethynylphenyl)acetonitrile

4-bromoacetanilide

Downstream raw materials:

4'-amino-2,4,6-trihydroxy-deoxybenzoin

acetic acid-(2-bromo-4-cyanomethyl-anilide)

p-toluidine

acetic acid-(4-cyanomethyl-2-nitro-anilide)

Refernces

• 1、 Nie, Quan,Yi, Feiyan,Huang, Bin,Cai, Mingzhong. "Efficient Heterogeneous Gold(I)-Catalyzed Direct C(sp2)–C(sp) Bond Functionalization of Arylalkynes through a Nitrogenation Process to Amides". . p. 3968 - 3976. Retrieved 2017/11/20.
• 2、 Bora, Rajesh O.,Farooqui, Mazahar. "Synthesis of substituted 1,2,4-oxadiazoles from substituted acid chlorides and amidoximes under mild conditions". . p. 645 - 649. Retrieved 2008/09/17.