N-(1-cyanocyclohexyl)formamide

Base Information

• Chemical Name: N-(1-cyanocyclohexyl)formamide
• CAS No.: 1125-02-6
• Molecular Formula: C₈H₁₂N₂O
• Molecular Weight: 152.196
• DSSTox Substance ID: DTXSID00446707
• Wikidata: Q82265421
• Mol file: 1125-02-6.mol

Synonyms:N-(1-cyanocyclohexyl)formamide;1125-02-6;SCHEMBL10907172;DTXSID00446707;MFCD11499347;AKOS006324142

Chemical Property of N-(1-cyanocyclohexyl)formamide

Chemical Property:

• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 152.094963011
• Heavy Atom Count: 11
• Complexity: 186

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)(C#N)NC=O

Technology Process of N-(1-cyanocyclohexyl)formamide

There total 6 articles about N-(1-cyanocyclohexyl)formamide 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: 95.0%

1-hydroxy-1-cyclohexanecarbonitrile (931-97-5) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-cyano-1-formamidocyclohexane (1125-02-6)

Guidance literature:

With acetic acid; Inert atmosphere;

DOI:10.1002/chem.201900531

Reference yield: 53.0%

formic acid (64-18-6) + 1-amino-1-cyanocyclohexane (5496-10-6) → 1-cyano-1-formamidocyclohexane (1125-02-6)

Guidance literature:

With acetic anhydride; at 23 ℃; for 12h;

DOI:10.1021/ja953868b

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-cyano-1-formamidocyclohexane (1125-02-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / aq. NH₄Cl / diethyl ether / 23 °C

2: 53 percent / Ac₂O / 12 h / 23 °C

With acetic anhydride; ammonium chloride; In diethyl ether;

DOI:10.1021/ja953868b

upstream raw materials:

formic acid

1-amino-1-cyanocyclohexane

cyclohexanone

1-hydroxy-1-cyclohexanecarbonitrile

Downstream raw materials:

N-(1-hydroxymethyl-cyclohexyl)-formamide

(1-aminocyclohexyl)methanol

2-Amino-N-butyl-N-[(cyclohex-1-enylcarbamoyl)-phenyl-methyl]-5-iodo-benzamide

(R,S)-N-(1-cyclohexenyl)-2-(N'-(4-methoxybenzyl)-2-aminobenzamido)-3-methylbutanamide

Refernces

• 1、 Calleja, Pilar,Ernst, Martin,Hashmi, A. Stephen K.,Schaub, Thomas. "Ruthenium-Catalyzed Deaminative Hydrogenation of Amino Nitriles: Direct Access to 1,2-Amino Alcohols". supporting information. p. 9498 - 9503. Retrieved 2019/04/30.