3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

Base Information

• Chemical Name: 3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole
• CAS No.: 1192-80-9
• Molecular Formula: C4H5ClN2O
• Molecular Weight: 132.549
• Hs Code.: 2934999090
• European Community (EC) Number: 692-261-8
• NSC Number: 184824
• DSSTox Substance ID: DTXSID10306989
• Nikkaji Number: J774.286J
• Wikidata: Q82054312
• Mol file: 1192-80-9.mol

Synonyms:3-(chloromethyl)-5-methyl-1,2,4-oxadiazole;1192-80-9;3-Chloromethyl-5-methyl-[1,2,4]oxadiazole;MFCD01809083;3-chloromethyl-5-methyl-1,2,4-oxadiazole;NSC184824;1,2,4-OXADIAZOLE, 3-(CHLOROMETHYL)-5-METHYL-;SCHEMBL1170174;DTXSID10306989;ZFYVXZGJPJTIPQ-UHFFFAOYSA-N;AM9986;STK787108;AKOS001200892;AB09935;NSC-184824;CS-10446;SY081854;A2477;CS-0075702;FT-0647798;EN300-23598;C71636;J-510839;F2124-0766;Boc-(R)-3-Amino-3-(3,5-dimethoxy-phenyl)-propionicacid

Chemical Property of 3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

Chemical Property:

• Vapor Pressure: 0.262mmHg at 25°C
• Refractive Index: 1.483
• Boiling Point: 211.669 °C at 760 mmHg
• PKA: -1.10±0.32(Predicted)
• Flash Point: 81.815 °C
• PSA: 38.92000
• Density: 1.291 g/cm³
• LogP: 1.11680
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 132.0090405
• Heavy Atom Count: 8
• Complexity: 80.4

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=NO1)CCl

Technology Process of 3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

There total 5 articles about 3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole 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: 22.2%

acetic anhydride (108-24-7) + 2-chloro-N'-hydroxyacetimidamide (3272-96-6) → 3-(chloromethyl)-5-methyl-1,2,4-oxadiazole (1192-80-9)

Guidance literature:

In DMF (N,N-dimethyl-formamide); dichloromethane; at 20 - 130 ℃; for 3h;

Reference yield:

(5-methyl-1,2,4-oxadiazol-3-yl)methanol (25977-23-5) → 3-(chloromethyl)-5-methyl-1,2,4-oxadiazole (1192-80-9) + 3-(bromomethyl)-5-methyl-1,2,4-oxadiazole (959406-40-7)

Guidance literature:

(5-methyl-1,2,4-oxadiazol-3-yl)methanol; With methanesulfonyl chloride; triethylamine; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;

With lithium bromide; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Overall yield = 43 %; Overall yield = 610 mg;

Reference yield:

(Z)-2-chloro-N'-hydroxyethanimidamide (3272-96-6) → 3-(chloromethyl)-5-methyl-1,2,4-oxadiazole (1192-80-9)

Guidance literature:

With sodium bicarbonate; acetic anhydride; In ethyl acetate;

upstream raw materials:

acetic anhydride

2-chloro-N'-hydroxyacetimidamide

(Z)-2-chloro-N'-hydroxyethanimidamide

2-chloro-N-hydroxyethanimidamide

Downstream raw materials:

1-(4-methoxybenzyl)-8-((5-methyl-1,2,4-oxadiazol-3-yl)methyl)-5,6,7,8-tetrahydro pyrazolo[3,4-b]azepin-4(1H)-one

C₂₄H₂₃ClF₂N₂O₅S₂

2-ethyl-6-methyl-N-(5'-methyl-1',2',4'-oxadiazol-3'-yl-methyl)-aniline

7-[(5-methyl-1,2,4-oxadiazol-3-yl)-methyl]-theophylline

Refernces

• 1、 -. "SUBSTITUTED OXOPYRIDINE DERIVATIVES". Paragraph 0887-0890. . Retrieved 2017/11/07.
• 2、 -. "TRIAZOLYL DERIVATIVES AS SYK INHIBITORS". Page/Page column 95. . Retrieved 2014/04/17.