N-(o-Tolyl)cyanoformamide

Base Information

• Chemical Name: N-(o-Tolyl)cyanoformamide
• CAS No.: 108994-75-8
• Molecular Formula: C₉H₈N₂O
• Molecular Weight: 160.175
• European Community (EC) Number: 659-142-2
• Nikkaji Number: J2.026.717H
• Mol file: 108994-75-8.mol

Synonyms:N-(o-Tolyl)cyanoformamide;SCHEMBL13236107;AKOS024325005

Chemical Property of N-(o-Tolyl)cyanoformamide

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 160.063662883
• Heavy Atom Count: 12
• Complexity: 216

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=CC=C1NC(=O)C#N

Technology Process of N-(o-Tolyl)cyanoformamide

There total 3 articles about N-(o-Tolyl)cyanoformamide 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:

ethyl 2-cyanoacetate (105-56-6) + o-toluidine (95-53-4) → o-tolyl-oxalamonitrile (108994-75-8)

Guidance literature:

In N,N-dimethyl-formamide; for 8h; Reflux;

DOI:10.1016/j.bioorg.2019.02.044

Reference yield:

carbonyl cyanide (1115-12-4) + o-toluidine (95-53-4) → o-tolyl-oxalamonitrile (108994-75-8)

Guidance literature:

Reference yield:

7-methyl-1H-indole-2,3-dione (1127-59-9) → o-tolyl-oxalamonitrile (108994-75-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonia; methanol / 12 h / 20 - 25 °C

2: trichlorophosphate / dichloromethane / 16 h / 80 °C

With methanol; ammonia; trichlorophosphate; In dichloromethane;

upstream raw materials:

carbonyl cyanide

o-toluidine

ethyl 2-cyanoacetate

7-methyl-1H-indole-2,3-dione

Downstream raw materials:

C₁₃H₁₄N₂OS₂