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1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& synthesis

6synthesis methods
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Yield:4231-70-3 98%

Reaction Conditions:

Stage #1: para-chlorobenzoic acidwith 1,3,5-trichloro-2,4,6-triazine;triethylamine in dichloromethane at 0; for 0.166667 h;
Stage #2: 1,2,3-Benzotriazole in dichloromethane at 0 - 25; for 0.25 h;

Steps:

General procedure for synthesisof N-acylbenzotriazoles

General procedure: To a solution of 0.024 g TCT (0.130 mmol) in 2 cm3CH2Cl2 was added 0.033 g triethylamine (0.325 mmol) at0 C and the resulting mixture was stirred for 5 min.Carboxylic acid (0.271 mmol) was then added with continuouslystirring for 10 min. Subsequently, to this mixturewas added 0.032 g 1H-benzotriazole (0.271 mmol) and thesolution was allowed to warm up to room temperature andstirred until completion of the reaction based on TLCanalysis. The crude reaction mixture was extracted withsaturated NaHCO3, then washed with 1 M HCl and water.The combined organic layer was dried over anhydroussodium sulfate and concentrated under reduced pressure toafford the product. All known products were characterizedby 1H and 13C NMR and their spectroscopic data wereconsistent with those reported in literature

References:

Wet-Osot, Sirawit;Duangkamol, Chuthamat;Pattarawarapan, Mookda;Phakhodee, Wong [Monatshefte fur Chemie,2015,vol. 146,# 6,art. no. 1408,p. 959 - 963]