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ChemicalBook CAS DataBase List Bisoctrizole
103597-45-1

Bisoctrizole synthesis

2synthesis methods
N,N,N',N'-TETRA(N-PROPYL)METHYLENEDIAMINE

10333-53-6

UV-329

3147-75-9

Bisoctrizole

103597-45-1

1. Synthesis procedure: In a 500 mL three-necked flask equipped with a stirrer, thermometer and distillation receiver, 323 g of ultraviolet absorber UV-329, 4 g of powdered sodium hydroxide, 128 g of bis(di-n-propylamino)methane and 15 g of tetrabutylammonium bromide were added sequentially. The reaction mixture was heated to 130°C under reduced pressure at 100 mmHg with continuous stirring. During the reaction, the resulting di-n-propylamine was collected by distillation. After the reaction was carried out for 2 h, the heating was stopped and the vacuum was released. A total of 108 g of di-n-propylamine was recovered (theoretical yield: 122 g) with 88.5% recovery and 98.6% purity. 2. Purification step: When the temperature of the reaction system was lowered to 110°C, 500 g of toluene was slowly added to dissolve all the solids. After complete dissolution, the temperature of the system was lowered to 90°C. About 40 g of 18% aqueous hydrochloric acid was added dropwise slowly and stirred until the reaction system was neutral. The reaction mixture was transferred to a beaker and the crystals were cooled and crystallized in an ice water bath for 4-5 hours. The crystals were collected by filtration and washed twice with 150 mL of deionized water and twice with 250 mL of methanol sequentially. The resulting wet product was dried at 100~110°C to obtain 266 g of ultraviolet absorber UV-360 (theoretical yield: 329 g), the product melting point was 197~198°C, the yield was 80.9% and the purity was 99.6%.

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Yield:103597-45-1 96.3%

Reaction Conditions:

Stage #1: formaldehyd;Cyasorb UV 5411with diethylamine in 1,3,5-trimethyl-benzene at 130; for 4 h;
Stage #2: with sodium methylate in 1,3,5-trimethyl-benzene at 160; for 5 h;Temperature;Solvent;Reagent/catalyst;

Steps:

4 Example 4

Equipped with a stirring thermometer,Condenser of 500 ml four-necked flask,Adding mesitylene 67ml,UV-329108.0 g, diethylamine 36.6 g, paraformaldehydeAnd the temperature was gradually raised to 130 ° C,Keeping for 4 hours while distilling diethylamine and water;Then 5.4 g of sodium methoxide was added,Slowly raised to 160 ° C,The reaction was incubated for 5 hours while removing diethylamine and water,Then cooled to 110 ° C,Adding formic acid to pH 5-6,Stirred for 30 minutes,100 ml of methanol was added,Heating reflux,And then cooled to 20-25 ,Heat 60 minutes,Filtration, drying the filter cake to obtain UV-360106.0g, yield 96.3% (UV-329 dollars), liquid chromatography analysis of the content of 99.56%.

References:

CN105566238,2016,A Location in patent:Paragraph 0027; 0028

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