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

Base Information

• Chemical Name: 3-(Chloromethyl)-5-phenyl-1,2,4-oxadiazole
• CAS No.: 1201-68-9
• Molecular Formula: C9H7ClN2O
• Molecular Weight: 194.62
• Hs Code.: 2934999090
• European Community (EC) Number: 673-111-0
• NSC Number: 184821
• DSSTox Substance ID: DTXSID50306988
• Nikkaji Number: J1.859.732B
• Wikidata: Q72454597
• Mol file: 1201-68-9.mol

Synonyms:3-(chloromethyl)-5-phenyl-1,2,4-oxadiazole;1201-68-9;3-chloromethyl-5-phenyl-1,2,4-oxadiazole;3-chloromethyl-5-phenyl-[1,2,4]oxadiazole;1,2,4-Oxadiazole, 3-(chloromethyl)-5-phenyl-;NSC184821;SCHEMBL120396;DTXSID50306988;VEIXFEJMHJPUBS-UHFFFAOYSA-N;STR07631;MFCD00084968;AKOS001200123;AB03171;AM90175;NSC-184821;BP-20297;3-(chloromethyl)-5-phenyl-1,2,4-oxadiazol;FT-0613737;EN300-23591;W11722;A804456;J-510842;Z156942644;3-(Chloromethyl)-5-phenyl-1,2,4-oxadiazole, AldrichCPR

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

Chemical Property:

• Vapor Pressure: 0.000739mmHg at 25°C
• Melting Point: 64 ºC
• Refractive Index: 1.56
• Boiling Point: 316.9 ºC at 760 mmHg
• Flash Point: 145.5 ºC
• PSA: 38.92000
• Density: 1.283 g/cm³
• LogP: 2.47540
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.0246905
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

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

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

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 36/37/38-34-22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC(=NO2)CCl

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

There total 9 articles about 3-(Chloromethyl)-5-phenyl-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: 44.8%

benzoyl chloride (98-88-4) + 2-chloro-N'-hydroxyacetimidamide (3272-96-6) → 3-chloromethyl-5-phenyl-1,2,4-oxadiazole (1201-68-9)

Guidance literature:

benzoyl chloride; 2-chloro-N'-hydroxyacetimidamide; In dichloromethane; at 20 ℃; for 0.5h;

With triethylamine; In dichloromethane; for 0.5h;

Reference yield:

N-(benzoyloxy)-2-chloroacetimidamide → 3-chloromethyl-5-phenyl-1,2,4-oxadiazole (1201-68-9)

Guidance literature:

With acetic acid; at 120 ℃;

DOI:10.1016/j.ejmech.2019.111635

Reference yield:

(E)-2-chloro-N'-hydroxy ethenimidamide (1403889-97-3,3272-96-6) + benzoyl chloride (98-88-4) → 3-chloromethyl-5-phenyl-1,2,4-oxadiazole (1201-68-9)

Guidance literature:

With triethanolamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; toluene;

upstream raw materials:

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

benzoyl chloride

2-chloro-N-hydroxyethanimidamide

(E)-2-chloro-N'-hydroxy ethenimidamide

Downstream raw materials:

1-[3-(5-phenyl-[1,2,4]oxadiazol-3-ylmethoxy)-phenyl]-ethanone

(3R)-1-((5-phenyl-1,2,4-oxadiazol-3-yl)methyl)-3-(2-phenyl-2-(o-tolylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride

(R)-3-(2-(3-(methylcarbamoyl)phenylamino)-2-phenylacetoxy)-1-((5-phenyl-1,2,4-oxadiazol-3-yl)methyl)-1-azoniabicyclo[2.2.2]octane chloride

(R)-1-((5-phenyl-1,2,4-oxadiazol-3-yl)methyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane chloride

Refernces

• 1、 -. "QUINUCLIDINE ESTERS OF 1-AZAHETEROCYCLYLACETIC ACID AS ANTIMUSCARINIC AGENTS, PROCESS FOR THEIR PREPARATION AND MEDICINAL COMPOSITIONS THEREOF". Paragraph 0136; 0137; 0138. . Retrieved 2013/07/19.
• 2、 -. "ALKALOID AMINOESTER DERIVATIVES AND MEDICINAL COMPOSITION THEREOF". . . Retrieved 2012/01/12.