4389-45-1Relevant articles and documents
Preparation method of 2-amino-3-methyl-5-chlorobenzoic acid
-
Paragraph 0056; 0058; 0062; 0064; 0067; 0069; 0072; 0074, (2021/05/12)
The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention comprises the steps of mixing m-toluic acid and nitric acid, and carrying out nitration reaction to obtain 2-nitro-3-methyl benzoic acid, wherein the mass concentration of the nitric acid is 60-75%; mixing the 2-nitro-3-methyl benzoic acid, a hydrogenation reduction reaction solvent and a hydrogenation catalyst, and carrying out hydrogenation reduction reaction in a hydrogen atmosphere to obtain 2-amino-3-methyl benzoic acid; and mixing the 2-amino-3-methyl benzoic acid, a chlorination reagent, benzoyl peroxide and a chlorination reaction solvent, and carrying out a chlorination reaction to obtain the 2-amino-3-methyl-5-chlorobenzoic acid. The preparation method provided by the invention has the advantages of cheap and easily available reaction raw materials, high product yield and high purity, and is easy for industrial production.
A TRANSITION METAL COMPLEX COMPOUND
-
Page/Page column 16, (2021/07/31)
The present invention relates to a transition metal complex (Z) (described herein), which is stable and can be effectively used as a catalyst in various chemical transformations such as to prepare chemical intermediates, agrochemical compounds as well as pharmaceutical compounds.
AN IMPROVED HYDROGENATION PROCESS USING A TRANSITION METAL COMPLEX CATALYST
-
Page/Page column 27-28, (2021/07/31)
The present invention relates to the process of reduction of compound of formula (II) by using a transition metal complex (Z) as a catalyst for hydrogenation reactions to get compound of formula (I). More particularly, the present invention relates to an improved process for the preparation of a compound (I) (as described herein) or a salt thereof; comprising hydrogenation of the compound (II) (as described herein) using a transition metal complex catalyst (Z).
PROCESS FOR THE PREPARATION OF CHLORANTRANILIPROLE
-
Page/Page column 9; 17-18, (2021/02/26)
The present invention relates to two novel, efficient and one-pot methods for synthesizing chlorantraniliprole. In the first scheme, Chlorantraniliprole is prepared by a novel telescopic process starting from 3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid a key raw material-A (Key RM-A). In the second scheme, starting from Key RM-A, the process steps use of a novel variant of anthranilic acid (Methyl 2-amino-5-chloro-3-methylbenzoate), to get Chlorantraniliprole. Furthermore, the present invention also relates to the synthesis of key starting material for the synthesizing chlorantraniliprole in-situ. All the in-situ steps of the disclosed synthesis methods obtain good yield, without using any expensive reagent or base or harsh reaction conditions, which makes the process simple, environment friendly and more cost effective. With this process the production cost of chlorantraniliprole and its intermediates is substantially reduced; fewer by-products are formed during its synthesis and since it's a one-pot reaction, isolation and purification are easy to achieve.
Improved synthesis process of 2-amino-5-chloro-N, 3-dimethylbenzamide
-
Paragraph 0033, (2021/03/11)
The invention discloses an improved synthesis process of 2-amino-5-chloro-N, 3-dimethylbenzamide, which comprises the following steps: preparing an instrument and a reagent for synthesizing 2-amino-5-chloro-N, 3-dimethylbenzamide, synthesizing 12-amino-3-methylbenzoic acid in a three-neck flask, adding ferric trichloride hexahydrate and activated carbon, stirring, heating, reacting, cooling, filtering, adding 2328-methyl-2H-3, 1-benzoxazine-2, 4(1H)-dione (MAD, 3) into a three-necked flask, adding 2-amino-3-methylbenzoic acid (MAA), pyridine and nitrile, heating under stirring until the reaction is completed, adding the reaction solution obtained in the second step into the three-neck flask, heating under stirring, then dropwise adding a mixed solution of sulfonyl chloride and acetonitrile, carrying out heat preservation reaction, then cooling to room temperature, directly filtering the reaction solution, and distilling the filtered filtrate to obtain 3-dimethylbenzamide. According tothe method for preparing the 2-amino-5-chloro-N, 3-dimethylbenzamide, the working procedure is simple and perfect in the process of preparing the 2-amino-5-chloro-N, 3-dimethylbenzamide, the preparation time can be well shortened, and the product quality is guaranteed.
Expedient discovery for novel antifungal leads: 1,3,4-Oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment
Chai, Jianqi,Chen, Min,Jin, Fei,Kong, Xiangyi,Wang, Xiaobin,Xue, Wei,Yang, Chunlong
, (2021/08/03)
Developing novel fungicide candidates are intensively promoted by the rapid emergences of resistant fungi that outbreak on agricultural production. Aiming to discovery novel antifungal leads, a series of 1,3,4-oxadiazole derivatives bearing a quinazolin-4(3H)-one fragment were constructed for evaluating their inhibition effects against phytopathogenic fungi in vitro and in vivo. Systematically structural optimizations generated the bioactive molecule I32 that was identified as a promising inhibitor against Rhizoctonia solani with the in vivo preventative effect of 58.63% at 200 μg/mL. The observations that were captured by scanning electron microscopy and transmission electron microscopy demonstrated that the bioactive molecule I32 could induce the sprawling growth of hyphae, the local shrinkage and rupture on hyphal surfaces, the extreme swelling of vacuoles, the striking distortions on cell walls, and the reduction of mitochondria numbers. The above results provided an indispensable complement for the discovery of antifungal lead bearing a quinazolin-4(3H)-one and 1,3,4-oxadiazole fragment.
Preparation method of 2-amino-5-chloro-N, 3-dimethylbenzamide
-
Paragraph 0056-0058; 0065-0067; 0074-0076, (2020/08/29)
The invention relates to a preparation method of 2-amino-5-chloro-N, 3-dimethylbenzamide. The preparation method comprises the following steps: taking 2-nitro-3-methylbenzoic acid as an initial raw material, and sequentially carrying out a reduction reaction, a chlorination reaction, an esterification reaction and an ammonolysis reaction, so as to obtain 2-amino-5-chloro-N, 3-dimethylbenzamide. The preparation method provided by the invention provides a new path for synthesis of 2-amino-5-chloro-N, 3-dimethylbenzamide, the yield of the whole path can reach 80% or above, the cost is significantly reduced, the reaction conditions of each step are mild, the number of three wastes is small, and the method is suitable for industrial production.
Enantioselective synthesis of tunable chiral pyridine-aminophosphine ligands and their applications in asymmetric hydrogenation
Liu, Youran,Chen, Fei,He, Yan-Mei,Li, Chenghao,Fan, Qing-Hua
supporting information, p. 5099 - 5105 (2019/05/29)
A small library of tunable chiral pyridine-aminophosphine ligands were enantioselectively synthesized based on chiral 2-(pyridin-2-yl)-substituted 1,2,3,4-tetrahydroquinoline scaffolds, which were obtained in high yields and with excellent enantioselectivities via ruthenium-catalyzed asymmetric hydrogenation of 2-(pyridin-2-yl)quinolines. The protocol features a wide substrate scope and mild reaction conditions, enabling scalable synthesis. These chiral P,N ligands were successfully applied in the Ir-catalyzed asymmetric hydrogenation of benchmark olefins and challenging seven-membered cyclic imines including benzazepines and benzodiazepines. Excellent enantio- and diastereoselectivity (up to 99% ee and >20:1 dr), and/or unprecedented chemoselectivity were obtained in the asymmetric hydrogenation of 2,4-diaryl-3H-benzo[b]azepines and 2,4-diaryl-3H-benzo[b][1,4]diazepines.
Preparation method of 3-methyl-2-aminobenzoic acid
-
Paragraph 0015-0017, (2019/11/12)
The invention discloses a preparation method of 3-methyl-2-aminobenzoic acid. The preparation method comprises the steps that 2-chloro-m-xylene is added into an acetic acid solvent for stirring, sodium acetate is added as a catalyst, the temperature is raised to 80-100 DEG C by heating, hydrogen peroxide is dropped for a reaction, after the reaction, 3-methyl-2-chlorobenzoic acid is obtained through rectification under vacuum; the 3-methyl-2-chlorobenzoic acid is added into a DMSO solvent, and catalysts of copper chloride and sodium carbonate are added and heated to 120-140 DEG C, and then ammonia is introduced and heated to 150-160 DEG C for a heat preservation of 3-6 hours, and the 3-methyl-2-aminobenzoic acid is obtained. According to the preparation method, a new design idea is provided for the synthesis of the 3-methyl-2-aminobenzoic acid, the preparation method is simple, operation is easy, the cost is low, and the preparation method is environmentally friendly.
