1-(2-Furoyl)-1H-benzotriazole

Base Information

• Chemical Name: 1-(2-Furoyl)-1H-benzotriazole
• CAS No.: 144223-33-6
• Molecular Formula: C11H7 N3 O2
• Molecular Weight: 213.195
• European Community (EC) Number: 621-419-0
• DSSTox Substance ID: DTXSID80355166
• Nikkaji Number: J1.175.434A
• Wikidata: Q82133869
• ChEMBL ID: CHEMBL4217931
• Mol file: 144223-33-6.mol

Synonyms:144223-33-6;1-(2-Furoyl)-1H-benzotriazole;1-(Furan-2-carbonyl)-1H-1,2,3-benzotriazole;benzotriazol-1-yl(furan-2-yl)methanone;CHEMBL4217931;Methanone, 1H-benzotriazol-1-yl-2-furanyl-;1-(2-FUROYL)-1H-BENZOTRIAZOLE 97;CBMicro_005085;Cambridge id 5106673;SCHEMBL2492495;(1H-benzo[d][1,2,3]triazol-1-yl)(furan-2-yl)methanone;DTXSID80355166;SMSF0003282;BDBM50457213;MFCD00452996;STK395649;AKOS000733948;1-(2-Furoyl)-1H-benzotriazole 97%;1-(2-Furoyl)-1H-benzotriazole,97%;CB07104;1-(2-Furoyl)-1H-benzotriazole, 97%;benzotriazole-1-yl-furan-2-yl-methanone;BIM-0004834.P001;1H-benzotriazol-1-yl(furan-2-yl)methanone;CS-0357087;SR-01000394776;SR-01000394776-1

Chemical Property of 1-(2-Furoyl)-1H-benzotriazole

Chemical Property:

• Melting Point: 165-169 °C(lit.)
• PSA: 60.92000
• LogP: 1.71280
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 213.053826475
• Heavy Atom Count: 16
• Complexity: 284

Purity/Quality:

97% ^*data from raw suppliers

1-(Furan-2-carbonyl)-1H-1,2,3-benzotriazole 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 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=CO3

Technology Process of 1-(2-Furoyl)-1H-benzotriazole

There total 5 articles about 1-(2-Furoyl)-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: 99.0%

2-furancarbonyl chloride (527-69-5) + 1,2,3-Benzotriazole (95-14-7,27556-51-0) → 2-furoyl-1H-1,2,3-benzotriazole (144223-33-6)

Guidance literature:

With triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1002/jhet.5570360333

Reference yield: 95.0%

2-furanoic acid (88-14-2) + 1-(methanesulfonyl)-1H-1,2,3-benzotriazole (37073-15-7) → 2-furoyl-1H-1,2,3-benzotriazole (144223-33-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4020(01)80459-2

Reference yield: 92.0%

2-furanoic acid (88-14-2) + 1,2,3-Benzotriazole (95-14-7,27556-51-0) → 2-furoyl-1H-1,2,3-benzotriazole (144223-33-6)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃;

DOI:10.1021/jo052443x

upstream raw materials:

2-furanoic acid

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

2-furancarbonyl chloride

1,2,3-Benzotriazole

Downstream raw materials:

2-furoylacetonitrile

ethyl 3-(2-furyl)-3-oxopropanoate

(Z)-3-hydroxy-1,3-bis(4-methylphenyl)-2-propen-1-one

(Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one

Refernces

• 1、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". supporting information. p. 58 - 63. Retrieved 2021/12/27.
• 2、 Singh, Mala,Singh, Anoop S.,Mishra, Nidhi,Agrahari, Anand K.,Tiwari, Vinod K.. "Trichloroisocyanuric Acid Mediated High-Yielding Synthesis of N -Acylbenzotriazoles under Mild Reaction Conditions". . p. 2183 - 2190. Retrieved 2019/05/10.