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ChemicalBook CAS DataBase List 2,6-Dichlorobenzoxazole
3621-82-7

2,6-Dichlorobenzoxazole synthesis

7synthesis methods
6-Chloro-2-benzoxazolethiol

22876-20-6

2,6-Dichlorobenzoxazole

3621-82-7

General procedure for the synthesis of 2,6-dichlorobenzoxazole from 6-chlorobenzo[d]oxazole-2(3H)-thione: In a 500-mL four-neck reaction flask, 50 g (0.27 mol) of 6-chlorobenzo[d]oxazole-2(3H)-thione, 300 mL of toluene, and 40 g (0.135 mol) of tris(trichloromethyl)carbonate were added. The reaction mixture was slowly warmed to 50°C and the temperature was continued at a rate of 0.5°C/min, holding the temperature for 10 minutes after each 10°C increase. When the temperature reached 105°C, the reaction was maintained for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure (the initial vacuum was maintained at -0.07 MPa, and when the temperature was raised to 100°C-110°C, the vacuum was increased to -0.095 MPa to completely evaporate the solvent). After evaporation, the residue was removed while hot and cooled and crystallized to give 50.82 g of 2,6-dichlorobenzoxazole with a product purity of 98.1% and a molar yield of 98.4%.

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Yield:3621-82-7 95.2%

Reaction Conditions:

with iron(III) chloride;phosphorus pentachloride in toluene at 60; for 0.5 h;Temperature;Reagent/catalyst;

Steps:

1-4 Example 1: A preparation method of high yield 2,6-dichlorobenzoxazole, the operation is as follows
In a 500 ml three-necked flask, 250 ml of toluene was added, 0.1 mol of 6-chlorobenzoxazolone, 25 g of phosphorus pentachloride, 0.5 g of polyphosphoric acid and 0.5 g of ferric chloride were added, and the mixture was heated to 60 °C with stirring. After stirring for 0.5 h,After the post-treatment, the product had a content of 2,6-dichlorobenzoxazole of 98.5% and a yield of 95.2 %

References:

Anhui Feng Le Agrochemical Co., Ltd.;Zhou Kanglun;Su Chaohui;Shi Yimin CN109761928, 2019, A Location in patent:Paragraph 0009; 0016-0023

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