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

Base Information

• Chemical Name: 5-(Chloromethyl)-3-phenyl-1,2,4-oxadiazole
• CAS No.: 1822-94-2
• Molecular Formula: C9H7 Cl N2 O
• Molecular Weight: 194.62
• Hs Code.: 2934999090
• European Community (EC) Number: 842-889-5
• DSSTox Substance ID: DTXSID20359502
• Nikkaji Number: J1.492.499J
• Wikidata: Q72454593
• Mol file: 1822-94-2.mol

Synonyms:5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole;1822-94-2;5-Chloromethyl-3-phenyl-[1,2,4]oxadiazole;MFCD00512786;1,2,4-OXADIAZOLE, 5-(CHLOROMETHYL)-3-PHENYL-;5-chloromethyl-3-phenyl-1,2,4-oxadiazole;3-Phenyl-5-chloromethyl-1,2,4-oxadiazole;SCHEMBL655414;DTXSID20359502;STR07632;STK321544;AKOS000117507;AB06391;5-(chloromethyl)-3-phenyl-1,2,4-oxadiazol;A4035;BB 0242351;CS-0036859;FT-0687245;EN300-34290;Q-102368;Z56347182;F2147-0551;5-(Chloromethyl)-3-phenyl-1,2,4-oxadiazole, AldrichCPR

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

Chemical Property:

• Vapor Pressure: 0.00103mmHg at 25°C
• Melting Point: 42 °C
• Boiling Point: 142 °C
• PKA: -2?+-.0.32(Predicted)
• Flash Point: 145.5°C
• PSA: 38.92000
• Density: 1.283g/cm³
• LogP: 2.47540
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• 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

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

Safty Information:

• Hazard Codes: C,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NOC(=N2)CCl

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

There total 19 articles about 5-(Chloromethyl)-3-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: 99.0%

chloroacetyl chloride (79-04-9) + N-hydroxybenzenecarboximidamide (613-92-3) → 5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole (1822-94-2)

Guidance literature:

N-hydroxybenzenecarboximidamide; With triethylamine; In dichloromethane;

chloroacetyl chloride; In dichloromethane; at 0 - 20 ℃;

In toluene; for 12h; Reflux;

DOI:10.1039/c7nj00920h

Reference yield: 92.0%

(Z)-N'-(2-chloroacetoxy)benzimidamide (21251-95-6) → 5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole (1822-94-2)

Guidance literature:

In toluene; for 2h; Reflux; Molecular sieve;

DOI:10.1021/jm400221d

Reference yield: 92.0%

→ 5-(chloromethyl)-3-phenyl-1,2,4-oxadiazole (1822-94-2)

Guidance literature:

upstream raw materials:

benzonitrile oxide

chloroacetonitrile

N-chloroacetoxy-benzamidine

chloroacetyl chloride

Downstream raw materials:

3-phenyl-5-pyrrolidin-1-ylmethyl-[1,2,4]oxadiazole

5-[(4-methylpiperazin-1-yl)methyl]-3-phenyl-1,2,4-oxadiazole

isobutyl-(3-phenyl-[1,2,4]oxadiazol-5-ylmethyl)-amine

3-phenyl-5-((phenylthio)methyl)-1,2,4-oxadiazole

Refernces

• 1、 -. "2,3-diketone indole compound, preparation method and applications thereof". Paragraph 0144; 0147-0148. . Retrieved 2020/02/10.
• 2、 ?zer, B.,Dürüst, Y.. "Synthesis of Some Azamacrocycles Bearing 1,2,4-Oxadiazole and 1,2,3-Triazole Moieties". . p. 698 - 705. Retrieved 2020/06/01.