2-(Chloromethyl)-4-methylquinazoline

Base Information

• Chemical Name: 2-(Chloromethyl)-4-methylquinazoline
• CAS No.: 109113-72-6
• Molecular Formula: C10H9ClN2
• Molecular Weight: 192.648
• Hs Code.: 2933499090
• European Community (EC) Number: 476-280-7,640-423-3
• NSC Number: 48971
• UNII: KC7BTH55VT
• DSSTox Substance ID: DTXSID40287111
• Wikidata: Q72454307
• Mol file: 109113-72-6.mol

Synonyms:2-(chloromethyl)-4-methylquinazoline;109113-72-6;Quinazoline, 2-(chloromethyl)-4-methyl-;MFCD09807547;NSC-48971;KC7BTH55VT;2-(chloromethyl)-4-methyl-quinazoline;2-CHLOROMETHYL-4-METHYLQUINAZOLINE;NSC48971;UNII-KC7BTH55VT;SCHEMBL637147;AMY309;DTXSID40287111;2-(chloromethyl)-4-methylquizoline;2-chloromethyl-4-methyl-quinazoline;BCP04760;CS-M2666;BBL037031;STL560141;AKOS000165603;GS-3878;SB17650;2-(chloro Methyl)-4-Methyl quinazoline;AC-26252;SY020590;(4-methyl-quinazolin-2-yl)-methylchloride;C2928;FT-0697295;EN300-29653;EC 476-280-7;A1-00286;J-506297

Chemical Property of 2-(Chloromethyl)-4-methylquinazoline

Chemical Property:

• Vapor Pressure: 0Pa at 20℃
• Melting Point: 61 - 63 °C
• Boiling Point: 240.039 °C at 760 mmHg
• PKA: 1.86±0.50(Predicted)
• Flash Point: 122.14 °C
• PSA: 25.78000
• Density: 1.251 g/cm³
• LogP: 2.67700
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: 3.11g/L at 20℃
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 192.0454260
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-(Chloromethyl)-4-methylquinazoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NC2=CC=CC=C12)CCl

Technology Process of 2-(Chloromethyl)-4-methylquinazoline

There total 6 articles about 2-(Chloromethyl)-4-methylquinazoline 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: 94.26%

2-aminoacetophenone (551-93-9) + Chloroacetamide (79-07-2) → 2-chloromethyl-4-methylquinazoline (109113-72-6)

Guidance literature:

2-aminoacetophenone; With phosphoric acid; In ethanol; at 20 ℃;

Chloroacetamide; In ethanol; Reagent/catalyst; Solvent; Reflux;

Reference yield: 85.14%

2-aminoacetophenone (551-93-9) + chloroacetonitrile (107-14-2) → 2-chloromethyl-4-methylquinazoline (109113-72-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 6 ℃; for 2h;

DOI:10.3390/molecules21081041

Reference yield: 74.0%

chloroacetonitrile (107-14-2) → 2-chloromethyl-4-methylquinazoline (109113-72-6)

Guidance literature:

2-aminoacetophenone; With hydrogenchloride; In 1,4-dioxane; at -10 - 25 ℃;

chloroacetonitrile; In 1,4-dioxane; at -10 - 2 ℃; for 3h;

With sodium hydroxide; In 1,4-dioxane; water; at 5 - 11 ℃;

upstream raw materials:

Ro 5-3663

2-(chloromethyl)-4-methylquinazoline 3-oxide

chloroacetonitrile

2-aminoacetophenone

Downstream raw materials:

C₁₈H₁₈N₂O₂

Linagliptin

(R)-7-(but-2-yn-1-yl)-8-(3-(1,3-dioxoisoindolin-2-yl)piperidin-1-yl)-3-methyl-1-((4-methylquinazolin-2-yl)methyl)-3,7-dihydro-1H-purine2,6-dione

2-bromo-1-(but-2-ynyl)-4-methyl-6-((4-methylquinazolin-2-yl)methyl)-1H-imidazo[4,5-b]pyridine-5,7-(4H,6H)-dione

Refernces

• 1、 Huang, Yiwen,He, Xiaoqing,Wu, Taizhi,Zhang, Fuli. "Synthesis and characterization of process-related impurities of antidiabetic drug linagliptin". . . Retrieved 2016.
• 2、 -. "Preparation method of hypoglycemic drug linagliptin intermediate". Paragraph 0036-0048. . Retrieved 2021/04/21.
• 3、 -. "Preparation method of linagliptin for treating diabetes". Paragraph 0030-0032. . Retrieved 2020/01/03.