601-97-8Relevant articles and documents
Method for synthesizing herbicide pyriminobac-methyl in paddy field
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Paragraph 0043-0045; 0063-0065; 0083-0085; 0103-0105; 0108, (2021/02/24)
The invention belongs to the field of fine chemical engineering, and particularly relates to a preparation method of herbicide pyriminobac-methyl for a paddy fields. The preparation method comprises the following steps: synthesizing 3-hydroxy phthalic anhydride by using 3-chlorophthalic anhydride as a new raw material, protecting carbonyl by using diethyl malonate, hydrolyzing to obtain 2-acetyl-6-hydroxy benzoic acid, and esterifying to obtain 2-acetyl-6-hydroxy methyl benzoate; then carrying out imidization reaction with methoxyamine hydrochloride to obtain 2-hydroxy-6-(1-methoxy iminoethyl-methyl)-benzoate, and finally, condensing with 2-tosyl-4, 6-dimethoxypyrimidine to obtain pyriminobac-methyl. In the process of preparing pyriminobac-methyl, high-risk reagents such as n-butyllithiumare avoided, a large amount of wastewater generated by diazotization is avoided, the income is increased, and the environment is protected.
Preparation method of 3-hydroxyl phthalic anhydride
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Paragraph 0025; 0027; 0031; 0035; 0040; 0044; 0048, (2017/09/18)
The invention belongs to the technical field of organic synthesis and in particular relates to a preparation method of a key medical intermediate, 3-hydroxyl phthalic anhydride. The method comprises the following steps: with a compound I as a raw material, oxidizing the raw material to obtain 3-methoxyl phthalic acid; performing a reaction on 3-methoxyl phthalic acid to generate 3-hydroxyl phthalic acid; and performing dehydration and condensation on 3-hydroxyl phthalic acid to generate 3-hydroxyl phthalic anhydride. 3-hydroxyl phthalic anhydride prepared by the method provided by the invention is high in yield and good in purity. The method is free of special equipment demands, has mild conditions and is safe and environmental-friendly in an industrial process, and the process technology provided by the invention can be industrially performed.
Practical synthesis of a phthalimide-based Cereblon ligand to enable PROTAC development
Lohbeck, Jasmin,Miller, Aubry K.
supporting information, p. 5260 - 5262 (2016/10/30)
The use of small molecules to regulate cellular levels of specific proteins is poised to become a powerful technique in the coming years. Critical to the success of any project utilizing such an approach will be the ability to synthesize libraries of candidate small molecules for testing in cellular systems. Herein, we describe a practical synthesis of a phthalimide-based scaffold, which can be easily diversified to make Cereblon-targeting PROTACs. We demonstrate the effectiveness of this approach by synthesizing a ‘PROTAC toolbox’ of four amines which can be coupled to inhibitors in a straightforward manner.