1-(4-Chlorobenzoyl)-1H-benzotriazole

Base Information

• Chemical Name: 1-(4-Chlorobenzoyl)-1H-benzotriazole
• CAS No.: 4231-70-3
• Molecular Formula: C13H8 Cl N3 O
• Molecular Weight: 257.679
• Hs Code.: 2933990090
• European Community (EC) Number: 622-201-8
• DSSTox Substance ID: DTXSID60353640
• Nikkaji Number: J1.477.946I
• Wikidata: Q82131347
• ChEMBL ID: CHEMBL4212996
• Mol file: 4231-70-3.mol

Synonyms:1-(4-Chlorobenzoyl)-1H-benzotriazole;4231-70-3;benzotriazol-1-yl-(4-chlorophenyl)methanone;CHEMBL4212996;1-(4-chlorobenzoyl)-1H-1,2,3-benzotriazole;(1H-Benzo[d][1,2,3]triazol-1-yl)(4-chlorophenyl)methanone;1H-Benzotriazol-1-yl(4-chlorophenyl)methanone;CBChromo1_000151;Benzotriazol-1-yl-(4-chloro-phenyl)-methanone;Cambridge id 5190261;SCHEMBL2494940;DTXSID60353640;BDBM50457218;MFCD00475616;STK036307;AKOS000487767;CS-0362757;EU-0044993;1-(4-Chlorobenzoyl)-1H-benzotriazole, 97%;1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE&;SR-01000493646;SR-01000493646-1;BRD-K39385714-001-02-8

Chemical Property of 1-(4-Chlorobenzoyl)-1H-benzotriazole

Chemical Property:

• Vapor Pressure: 3.77E-08mmHg at 25°C
• Melting Point: 135-139 °C(lit.)
• Refractive Index: 1.693
• Boiling Point: 446°C at 760 mmHg
• Flash Point: 223.5°C
• PSA: 47.78000
• Density: 1.4g/cm³
• LogP: 2.77320
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 257.0355896
• Heavy Atom Count: 18
• Complexity: 317

Purity/Quality:

98%Min ^*data from raw suppliers

1-(4-Chlorobenzoyl)-1H-benzotriazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=NN2C(=O)C3=CC=C(C=C3)Cl
• Uses: Reactant for: Acylation of sodium azide with N-acylbenzotiazolesGas-phase thermolysisChemoselective reductionReactant for synthesis of: Diketone oximes by phenylationAmides by acylation of amines1,2-Diketones by coupling of N-acylbenzotriazoles

Technology Process of 1-(4-Chlorobenzoyl)-1H-benzotriazole

There total 9 articles about 1-(4-Chlorobenzoyl)-1H-benzotriazole 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%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + para-chlorobenzoic acid (74-11-3) → p-chlorobenzoyl-1H-1,2,3-benzotriazole (4231-70-3)

Guidance literature:

para-chlorobenzoic acid; With 1,3,5-trichloro-2,4,6-triazine; triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

1,2,3-Benzotriazole; In dichloromethane; at 0 - 25 ℃; for 0.25h;

DOI:10.1007/s00706-014-1408-1

Reference yield: 98.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) + 4-chloro-benzoyl chloride (122-01-0) → p-chlorobenzoyl-1H-1,2,3-benzotriazole (4231-70-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2005.06.028

Reference yield: 74.0%

1-(methanesulfonyl)-1H-1,2,3-benzotriazole (37073-15-7) + para-chlorobenzoic acid (74-11-3) → p-chlorobenzoyl-1H-1,2,3-benzotriazole (4231-70-3)

Guidance literature:

With triethylamine; In tetrahydrofuran; Heating;

DOI:10.1021/jo000792f

upstream raw materials:

1,2,3-Benzotriazole

4-chloro-benzoyl chloride

1-(methanesulfonyl)-1H-1,2,3-benzotriazole

para-chlorobenzoic acid

Downstream raw materials:

4-Chlor-N-sek.butyl-benzamid

2-(4-chlorophenyl)benzimidazole

4-chlorobenzanilide

4-chlorobenzamide

Refernces

• 1、 Yadav, Mangal S.,Singh, Sumt K.,Agrahari, Anand K.,Singh, Anoop S.,Tiwari, Vinod K.. "N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor". . p. 2494 - 2502. Retrieved 2021/03/26.
• 2、 Ronson, Thomas O.,Renders, Evelien,Van Steijvoort, Ben F.,Wang, Xubin,Wybon, Clarence C. D.,Prokopcová, Hana,Meerpoel, Lieven,Maes, Bert U. W.. "Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters". supporting information. p. 482 - 487. Retrieved 2019/01/04.