4-(N, N-dimethylamino) azobenzol-4'-sulfuryl fluoride and its synthesizing method and use
A technology of dimethylamino and azobenzene, which is applied in the field of labeling reagent synthesis, can solve the problems of complex synthesis process, moisture sensitivity, and insufficient detection sensitivity, and achieve the effects of easy purification and storage, stable labeling reagents, and reliable analysis results
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Embodiment 1
[0028] (1) Acetylation
[0029] Dissolve 18.6 g of aniline in a solution of 500 ml of water and 17 g of concentrated sulfuric acid, stir and heat to 50°C. Add 25 ml of acetic anhydride. When the acetic anhydride is completely dissolved, add 100 ml of a 30% sodium acetate aqueous solution and cool with ice water. The precipitated white product was filtered, washed with water, and dried at 40°C to obtain 22 g of the product acetanilide, with a yield of 81.5%. The melting point is 115°C.
[0030] (2) Chlorosulfonation
[0031] Add 58 grams of chlorosulfonic acid to a three-necked flask equipped with a stirrer, a thermometer and a hydrogen chloride gas absorber, and stir and cool to below 15°C. Add 13.5 g of acetanilide, heat to 60°C, and react for 2 hours. After cooling, pour into ice water, settle, filter, and wash until neutral. 19 grams of p-acetaminobenzenesulfonyl chloride was obtained, with a yield of 81%. The melting point is 149°C.
[0032] (3) Preparation of p-acetaminobenze...
Embodiment 2
[0041] The sodium fluoride in step (3) of Example 1 was changed to potassium fluoride, and the reaction temperature was controlled at 80-90°C. Others were the same as in Example 1. The product 4-(N,N-dimethylamino) was also obtained. ) 2 grams of azobenzene-4'-sulfonyl fluoride, with a yield of 83%.
Embodiment 3
[0043]The sodium fluoride in step (3) of Example 1 was changed to rubidium fluoride, and the reaction temperature was controlled at 80-90°C. Others were the same as in Example 1. The product 4-(N,N-dimethylamino) was also obtained. ) 2 grams of azobenzene-4'-sulfonyl fluoride, with a yield of 83%.
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