4-(Morpholinomethyl)benzonitrile

Base Information

• Chemical Name: 4-(Morpholinomethyl)benzonitrile
• CAS No.: 37812-51-4
• Molecular Formula: C12H14N2O
• Molecular Weight: 202.256
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID30191253
• Nikkaji Number: J48.084C
• Wikidata: Q83063772
• ChEMBL ID: CHEMBL3455571
• Mol file: 37812-51-4.mol

Synonyms:4-(morpholinomethyl)benzonitrile;37812-51-4;4-(morpholin-4-ylmethyl)benzonitrile;4-Morpholin-4-ylmethylbenzonitrile;USAF A-3730;p-Tolunitrile, alpha-(4-morpholinyl)-;BRN 1114259;4-(4-morpholinylmethyl)benzonitrile;alpha-(4-Morpholinyl)-p-tolunitrile;Benzonitrile, 4-(4-morpholinylmethyl)-;MFCD00454271;4-[(morpholin-4-yl)methyl]benzonitrile;Oprea1_422363;Oprea1_430604;SCHEMBL155961;CHEMBL3455571;DTXSID30191253;STL168274;AKOS000198532;4-(Morpholin-4-ylmethyl)-benzonitrile;DS-2036;FS-3517;LS-154430;CS-0093031;FT-0683154;EN300-13208;A874007;AG-690/03081038;SR-01000245339;SR-01000245339-1;Z55001642

Chemical Property of 4-(Morpholinomethyl)benzonitrile

Chemical Property:

• Appearance/Colour: white to light yellow crystalline powder
• Vapor Pressure: 0.000146mmHg at 25°C
• Melting Point: 84-89 °C
• Boiling Point: 332.4 °C at 760 mmHg
• PKA: 5.94±0.10(Predicted)
• Flash Point: 154.8 °C
• PSA: 36.26000
• Density: 1.14 g/cm³
• LogP: 1.32838
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

98%min ^*data from raw suppliers

4-(Morpholinomethyl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCN1CC2=CC=C(C=C2)C#N

Technology Process of 4-(Morpholinomethyl)benzonitrile

There total 7 articles about 4-(Morpholinomethyl)benzonitrile 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: 98.0%

4-morpholinecarboxaldehyde (4394-85-8) + 4-cyanobenzyl chloride (874-86-2) → 4-(morpholin-4-ylmethyl)benzonitrile (37812-51-4)

Guidance literature:

With NHC-Pd(II)-Im; sodium hydroxide; In water; at 50 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.3184/174751913X13787959859344

Reference yield: 96.0%

morpholine (110-91-8,99108-56-2) + 4-cyanobenzyl bromide (17201-43-3) → 4-(morpholin-4-ylmethyl)benzonitrile (37812-51-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 0.5h; Inert atmosphere;

DOI:10.1021/jm201184h

Reference yield: 79.0%

morpholine (110-91-8,99108-56-2) + 4-cyanobenzaldehyde (105-07-7) → 4-(morpholin-4-ylmethyl)benzonitrile (37812-51-4)

Guidance literature:

With sodium cyanoborohydride; acetic acid; In 1,2-dichloro-ethane;

upstream raw materials:

morpholine

sulfuric acid bis-(4-cyano-benzyl) ester

4-cyanobenzyl bromide

4-cyanobenzaldehyde

Downstream raw materials:

4-(morpholinomethyl)benzamide

Refernces

• 1、 -. "Cyano-pyrrolo-heteroaryl derivative, preparation method thereof and application of derivative to medicine". Paragraph 0225-0232. . Retrieved 2019/10/23.
• 2、 Malki, Waleed H.,Gouda, Ahmed M.,Ali, Hamdy E.A.,Al-Rousan, Rabaa,Samaha, Doaa,Abdalla, Ashraf N.,Bustamante, Juan,Abd Elmageed, Zakaria Y.,Ali, Hamed I.. "Structural-based design, synthesis, and antitumor activity of novel alloxazine analogues with potential selective kinase inhibition". . p. 31 - 52. Retrieved 2018/04/26.