- One-pot Synthesis of the Indole Derivative 4-Chloro-3-sulphamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide (Indapamide)
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New methods for the synthesis the indole derivative, Indapamide (1), using mixed anhydrides of the general formula R1COOCOOR2 (2) or DCC (N,N′-dicyclohexylcarbodiimide) (3), are described.
- Ziobro, Barbara,Sienkiewicz, Barbara,Kowalski, Piotr
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- Synthesis method of indapamide
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The invention discloses a synthesis method of indapamide, which comprises the following synthesis steps: adding 2, 3-dihydro-2-methyl-1H-indole into hydroxylamine-O-sulfonic acid, reacting to obtain 1-amino-2, 3-dihydro--2methyl-1H-indole hydrochloride, dissolving the 1-amino-2, 3-dihydro-2-methyl-1H-indole hydrochloride in an aprotic organic solvent, dropwise adding triethylamine while stirring,adding 4-chloro-3-sulfanilamide benzoic acid and a dehydration condensing agent, and refining by using an isopropanol-aqueous solvent to obtain an indapamide product. According to the synthesis methodof indapamide, an acylating chlorination reaction and a nitroso compound reaction are omitted, the safety coefficient in the synthesis process of indapamide is increased, and generation of harmful substances is reduced; and the effects of short production period and high yield are achieved by changing burdening and reaction paths.
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Paragraph 0042-0049
(2021/01/11)
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- Preparation method of indapamide and midbody thereof
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The invention discloses a method for preparing indapamide. The method comprises the following steps: enabling 4-chloro-3-sulfamido-N-(2-methyl-1H-indol-1-base)benzamide to react in an organic solventat 10 to 25 DEG C in the presence of a Brown catalyst, and processing to obtain indapamide. The preparation method is high in conversion rate of the technological process, high in yield, high in purity and capable of meeting the requirement in the pharmaceutical field.
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Paragraph 0031-0036
(2018/03/24)
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- Indapamide synthetic method
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The invention relates to a high-quality indapamide preparing method, in particular to a preparing method according to which reaction is easy to control, the cost is low and the yield is high, and belongs to the technical field of bulk pharmaceutical chemical production. By the adoption of the method, the reaction path is changed, 4-chlorine-3-ammonia sulfonyl benzoic acid reacts with t-butyl chloroformate firstly to generate mixed anhydride which then reacts with N-amino-2-methylindoline hydrochloride, thionyl chloride chloroformylation reaction is omitted, safety is improved, environment pollution and equipment corrosion are reduced, cost is reduced, and the yield can be remarkably increased compared with traditional technologies.
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Paragraph 0027; 0028
(2016/10/17)
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- Preparation of 4-chloro-3-sulphamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)-benzamide from 2,3-dihydro-2-methyl-1H-indole and hydroxylamine-O-sulphonic acid
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The invention relates to a new process for the industrial preparation of 4-chloro-3-sulphamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide from 2,3-dihydro-2-methyl-1H-indole and hydroxylamine-O-sulphonic acid.
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- Process for the industrial preparation of 4-chloro-3-sulfamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide
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The invention relates to a new process for the industrial preparation of 4-chloro-3-sulfamoyl-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide from monochloramine and 2,3-dihydro-2-methyl-1H-indole.
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- Process for synthesizing certain N-benzoylamino indolines
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Compounds of the structure STR1 wherein R is hydrogen, lower alkyl containing 1 to 5 carbon atoms, cycloalkyl containing 3 to 7 carbon atoms, phenyl or phenyl substituted with halogen, trifluoromethyl, or lower alkyl or lower alkoxy having 1 to 4 carbon atoms and R1 is hydrogen, lower alkyl having 1 to 4 carbon atoms, phenyl or phenyl lower alkyl wherein the lower alkyl has 1 to 4 carbon atoms, are formed by cyclizing a compound of the structure STR2 wherein R and R1 are as defined above, in the presence of an acid.
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