Cinchonan

Base Information

• Chemical Name: Cinchonan
• CAS No.: 5949-01-9
• Molecular Formula: C₁₉H₂₂N₂
• Molecular Weight: 278.397
• Mol file: 5949-01-9.mol

Synonyms:

Chemical Property of Cinchonan

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cinchonan

There total 5 articles about Cinchonan 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: 49.0%

C26H26N2O2S (1254701-91-1) → deoxycinchonine (5949-01-9)

Guidance literature:

C₂₆H₂₆N₂O₂S; With 2,2'-azobis(isobutyronitrile); bis(tri-n-butyltin)oxide; butan-1-ol; In benzene; for 6h; Inert atmosphere; Reflux;

With sodium hydroxide; In tetrahydrofuran; water; at 120 ℃; for 14h;

DOI:10.1002/chem.201102859

Reference yield:

cinchonine (118-10-5,485-70-1,485-71-2,550-54-9,40134-63-2,72402-55-2,72402-56-3) → deoxycinchonine (5949-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 13 h / 20 °C / Inert atmosphere

2.1: 2,2'-azobis(isobutyronitrile); bis(tri-n-butyltin)oxide; butan-1-ol / benzene / 6 h / Inert atmosphere; Reflux

2.2: 14 h / 120 °C

With 2,2'-azobis(isobutyronitrile); sodium hydride; bis(tri-n-butyltin)oxide; butan-1-ol; In tetrahydrofuran; mineral oil; benzene;

DOI:10.1002/chem.201102859

Reference yield:

→ 9-Desoxy-cinchonin (5949-01-9)

Guidance literature:

With sulfuric acid; iron;

upstream raw materials:

C₂₆H₂₆N₂O₂S

cinchonine

Refernces

• 1、 Stenberg,Travecedo. "Nitrogen photochemistry. V. A new photochemical reduction of the cinchona alkaloids, quinine, quinidine, cinchonidine, cinchonine.". . p. 4131 - 4136. Retrieved 2007/10/04.