6485-55-8

Basic information

• Product Name: cis-2,6-Dimethylmorpholine
• Synonyms: CIS-2,6-DIMETHYLMORPHOLINE;Cis-2,6-Methylmorpoline;P-methoxy-alpha-Bromoacetophenone;Cdmm;(Z)-2,6-Dimethylmorpholine;cis-2,6-Dimethylmorpholine,97%;cis-2,6-Dimethylmorpoline;cis-2,6-Dimethylmorpholin
• CAS NO: 6485-55-8
• Molecular Formula: C₆H₁₃NO
• Molecular Weight: 115.17
• EINECS: 229-353-0
• Product Categories: Amines and Anilines
• Mol File: 6485-55-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: -85 °C
• Boiling Point: 140-142 °C
• Flash Point: 41 °C
• Appearance: Clear colorless/Liquid
• Density: 0.93
• Vapor Pressure: 4.6mmHg at 25°C
• Refractive Index: 1.445-1.447
• Storage Temp.: Flammables area
• PKA: 9.04±0.60(Predicted)
• BRN: 878182
• CAS DataBase Reference: cis-2,6-Dimethylmorpholine(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2,6-Dimethylmorpholine(6485-55-8)
• EPA Substance Registry System: cis-2,6-Dimethylmorpholine(6485-55-8)

Safety Data

• Hazard Codes: C,Xn
• Statements: 34-21/22-10-41-37/38-22
• Safety Statements: 45-36/37/39-26-23-39
• RIDADR: 1993
• RTECS: QE1750000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 6485-55-8(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless liquid

Uses

cis-2,6-Dimethylmorphine is used in the synthesis of p38α MAP kinase inhibitors used in the treatment of autoimmune diseases. Also used towards the synthesis of potent agonists and antagonists of 5-HT 4 receptors.

InChI:InChI=1/C6H13NO/c1-5-3-7-4-6(2)8-5/h5-7H,3-4H2,1-2H3/p+1/t5-,6+

Upstream product

• 110-97-4 diisopropanolamine 
• 141-91-3 2,6-dimethyl morpholine 

Downstream Products

• 76492-90-5 fenpropimorph 
• 115225-09-7 4-[ trans-3-(4-trimethylsilylphenyl)cyclobutylmethyl]-cis-2,6-dimethylmorpholine 
• 1122477-32-0 C₂₄H₃₂N₂O₆S 
• 1122474-75-2 C₂₃H₂₉ClN₂O₆S 
• 1122459-22-6 C₂₄H₂₉F₃N₂O₆S 
• 78613-37-3 bepromoline 

Relevant articles and documents

Preparation method of high-purity cis-2,6-dimethylmorpholine

The invention relates to the technical field of chemical synthesis of medicines, and discloses a preparation method of high-purity cis-2,6-dimethylmorpholine. The method comprises the following steps:subjecting a cis-2,6-dimethylmorpholine-rich mixture of cis-2,6-dimethylmorpholine, trans-2, 6-dimethylmorpholine, cis-2,5-dimethylmorpholine and trans-2,5-dimethylmorpholine to salt formation with micromolecular aliphatic carboxylic acid in an ester solvent, and carrying out recrystallizing to obtain cis-2,6-dimethylmorpholine carboxylate; and dissociating the cis-2,6-dimethylmorpholine carboxylate by using a strong alkaline substance to obtain the high-purity cis-2,6-dimethylmorpholine. According to the method disclosed by the invention, environment-friendly ethyl acetate, isopropyl acetateand butyl acetate are used as reaction solvents and also used as recrystallization solvents, so realization of green production is facilitated which reduction of pollution is realized, impurity content is effectively controlled, finished product purity reaches 99.9% or above, used acids and solvents are friendly to environment, and the method is suitable for industrial production.

A concise and efficient synthesis of substituted morpholines

A simple and efficient method has been developed for the synthesis of substituted morpholines by a sequence of coupling, cyclization, and reduction reactions of easily available amino alcohols and α-halo acid chlorides. Various mono-, di-, and trisubstituted morpholines, spiro morpholines, and ring-fused morpholines, as well as morpholine homologues, were synthesized in good to excellent yields by a single methodology under similar reaction conditions. The method was also used in a multigram synthesis of (3S)-3-methylmorpholine.