625-36-5Relevant articles and documents
SYNTHESIS OF 7,7-DIMETHYLBICYCLO-OCTANE BY ACETYLATING A DICOBALTOHEXACARBONYL 4-METHYLPENT-3-EN-1-YNE-1 COMPLEX
Veretenov, A. L.,Gybin, A. S.,Smit, V. A.,Chertkov, V. A.,Shashkov, A. S.
, p. 1725 - 1733 (1989)
Dicobaltohexacarbonyl 4-methyl-pent-3-en-1-yne complexes have been acylated with acryloyl and crotonoyl tetrafluoroborates followed by methanolysis to make acylmethoxy adducts containing hem-dimethyl moieties.Conditions have been defined under which such adducts containing enone systems are selectively reduced to allyl alcohols with retention of the cobaltocarbonyl moieties.The latter can be converted by Quand-Poson reaction to the inaccessible polyfunctional derivatives of 7,7-dimethylbicyclooctane.
Preparation method of 3-chloropropionyl chloride
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Paragraph 0017; 0020-0021; 0024-0025;, (2021/05/08)
The invention relates to the technical field of organic synthesis, in particular to a preparation method of 3-chloropropionyl chloride. The preparation method provided by the invention comprises the following steps: 1) introducing hydrogen chloride gas into acrylic acid to carry out addition reaction, and keeping the gas introduction pressure to be less than or equal to 0.15 MPa to obtain a reaction solution; and 2) pumping the reaction liquid in the step 1) into a reaction kettle in vacuum, heating to 30-80 DEG C, dropwise adding thionyl chloride, carrying out negative pressure distillation to 70 DEG C after dropwise adding is finished, and collecting a steamed product at 70-80 DEG C, namely the finished product 3-chloropropionyl chloride. According to the preparation method of the 3-chloropropionyl chloride, the process is simple, the preparation of the 3-chloropropionyl chloride can be realized by adopting extremely simple equipment, the cost is greatly reduced, the total yield (based on acrylic acid) is 90-92%, and the content is greater than or equal to 98.5%.
Method for producing high-purity 3-chloropropionyl chloride by one-pot method
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Paragraph 0024-0031, (2021/08/07)
The invention discloses a method for producing high-purity 3-chloropropionyl chloride through a one-pot method, and belongs to the field of fine chemical engineering. Acrylic acid, hydrochloric acid and thionyl chloride are used as raw materials, in the presence of a phenothiazine catalyst, addition reaction, dehydration and acylating chlorination reaction are performed, and simple distillation is performed to obtain 3-chloropropionyl chloride. In the addition stage, the residual acrylic acid in the reaction liquid is strictly controlled to be less than or equal to 2.0% and the moisture is less than or equal to 1.0%; in the acylating chlorination stage, the content of 3-chloropropionyl chloride is strictly controlled to be greater than or equal to 99.0%, the purity of 3-chloropropionyl chloride obtained by distilling the reaction liquid is greater than or equal to 99.5%, and the yield is 90% or above. The 3-chloropropionyl chloride product obtained by the process can meet the requirements of the market on high-purity 3-chloropropionyl chloride.
Preparation method of 3-chloropropionyl chloride
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Paragraph 0019-0021, (2021/10/27)
The invention provides a preparation method of 3-chloropropionyl chloride, wherein the preparation method comprises the following steps: mixing acrylic acid with a certain amount of catalyst, dropwise adding a certain amount of trichlorotoluene at a certain temperature under the protection of nitrogen, reacting for a period of time, and performing vacuum rectification to respectively obtain 3-chloropropionyl chloride and benzoyl chloride. The preparation method has the following beneficial effects: 1) acrylic acid and trichlorotoluene are adopted as raw materials, 3-chloropropionyl chloride is prepared in the presence of a catalyst, and benzoyl chloride with wide application is produced as a byproduct; the reaction route is environment-friendly, the process is simple, no emission is generated, and the requirement of atom economy is met; and the technical problem that toxic raw materials are used in the prior art is solved, and the technical problem that by-products polluting the environment are possibly generated in the prior art is also solved; and 2) the method is low in production cost, and in addition, the reaction route is combined with the specific reaction conditions, so that the yield of the obtained product is quite high and reaches 95% or above.
Development of Benzenesulfonamide Derivatives as Potent Glutathione Transferase Omega-1 Inhibitors
Xie, Yiyue,Tummala, Padmaja,Oakley, Aaron J.,Deora, Girdhar Singh,Nakano, Yuji,Rooke, Melissa,Cuellar, Matthew E.,Strasser, Jessica M.,Dahlin, Jayme L.,Walters, Michael A.,Casarotto, Marco G.,Board, Philip G.,Baell, Jonathan B.
, p. 2894 - 2914 (2020/04/08)
Glutathione transferase omega-1 (GSTO1-1) is an enzyme whose function supports the activation of interleukin (IL)-1β and IL-18 that are implicated in a variety of inflammatory disease states for which small-molecule inhibitors are sought. The potent reactivity of the active-site cysteine has resulted in reported inhibitors that act by covalent labeling. In this study, structure-activity relationship (SAR) elaboration of the reported GSTO1-1 inhibitor C1-27 was undertaken. Compounds were evaluated for inhibitory activity toward purified recombinant GSTO1-1 and for indicators of target engagement in cell-based assays. As covalent inhibitors, the kinact/KI values of selected compounds were determined, as well as in vivo pharmacokinetics analysis. Cocrystal structures of key novel compounds in complex with GSTO1-1 were also solved. This study represents the first application of a biochemical assay for GSTO1-1 to determine kinact/KI values for tested inhibitors and the most extensive set of cell-based data for a GSTO1-1 inhibitor SAR series reported to date. Our research culminated in the discovery of 25, which we propose as the preferred biochemical tool to interrogate cellular responses to GSTO1-1 inhibition.
Monoterpenoid-based inhibitors of filoviruses targeting the glycoprotein-mediated entry process
Baev, Dmitriy S.,Maksyutov, Rinat A.,Mordvinova, Ekaterina D.,Pyankov, Oleg V.,Salakhutdinov, Nariman F.,Shcherbakov, Dmitriy N.,Shcherbakova, Nadezhda S.,Sokolova, Anastasiya S.,Tolstikova, Tatyana G.,Yarovaya, Olga I.,Zaykovskaya, Anna V.,Zybkina, Anastasiya V.
, (2020/09/09)
In this study, we screened a large library of (+)-camphor and (?)-borneol derivatives to assess their filovirus entry inhibition activities using pseudotype systems. Structure-activity relationship studies revealed several compounds exhibiting submicromolar IC50 values. These compounds were evaluated for their effect against natural Ebola virus (EBOV) and Marburg virus. Compound 3b (As-358) exhibited the good antiviral potency (IC50 = 3.7 μM, SI = 118) against Marburg virus, while the hydrochloride salt of this compound 3b·HCl had a strong inhibitory effect against Ebola virus (IC50 = 9.1 μM, SI = 31) and good in vivo safety (LD50 > 1000 mg/kg). The results of molecular docking and in vitro mutagenesis analyses suggest that the synthesized compounds bind to the active binding site of EBOV glycoprotein similar to the known inhibitor toremifene.
Preparation method of 3-chloropropionyl chloride
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Paragraph 0017-0021, (2021/03/05)
The invention relates to a preparation method of 3-chloropropionyl chloride. Beta-propiolactone and bis(trichloromethyl) carbonate react under the action of a catalyst to generate 3-chloropropionyl chloride. The preparation method of 3-chloropropionyl chloride is economical, environmentally friendly, simple in reaction route, little in waste gas, safe and controllable.
Synthesis, molecular docking studies, and absorption, distribution, metabolism, and excretion prediction of novel sulfonamide derivatives as antibacterial agents
Mohebali, Farzaneh,Nazifi, Zahrasadat,Mohamad Reza Nazifi, Seyed,Mohammadian, Hossein,Massah, Ahmad R.
, p. 558 - 566 (2019/02/09)
A series of novel sulfonamide-amide derivatives were synthesized from 3-(2,4 dichlorophenylamino)-3-oxopropane-1-sulfonylchloride and a variety of amines under solvent-free conditions at room temperature. 3-(2,4-dichlorophenylamino)-3-oxopropane-1 sulfonylchloride was synthesized in four steps starting from 2,4-dichloroaniline and chloropropanoic acid in good yield and purity. The synthesized compounds were screened for their in vitro antibacterial activity against Escherichia coli (ATCC 25922) and Staphylococcus aureus (ATCC 29213). Molecular docking of sulfonamide derivatives into S. aureus tyrosyl-tRNA synthetase (TyrRS)-active site was also performed and among these, 5m and 5g tightly fit the active sites that might be inhibitors of TyrRS for further investigations. Also in the silico metabolism profile, drug-like properties and absorption, distribution, metabolism, excretion and toxicity (ADMET) of the title compounds were calculated by the preADMET server.
A production device for 5-chloro-indanone and a production method thereof
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Paragraph 0021, (2019/04/10)
The present invention relates to a production device for 5-chloro-indanone, including an acrylic acid storage tank, at least two gas liquid reactors connected in series, a thionyl chloride storage tank, at least two first flow reactors connected in series, a 3-chloropropionyl chloride storage tank, a chlorobenzene storage tank, at least two second flow reactors connected in series, and at least two third flow reactors connected in series. A gas outlet of each first flow reactor is connected to a gas inlet of the gas liquid reactor at the rearmost end through a pipeline provided with a condenser. A feeding port of the second flow reactor in the front end is provided with a first aluminium chloride feeding device. A feeding port of the third flow reactor in the front end is provided with a second aluminium chloride feeding device. The invention relates to a method for producing the 5-chloro-indanone by utilizing the production device. The production device and method can achieve continuous cyclic production and a high product yield.
3 - Chloropropionyl production device
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Paragraph 0016; 0017; 0018; 0019, (2019/06/24)
The utility model relates to a 3 - chloropropionyl production device, including acrylic acid storage tank, at least two serially connected gas-liquid reactor, thionyl chloride storage tank, at least two serially connected continuous reactor and 3 - chloropropionyl storage tank; acrylic acid storage tank with the discharge port of the foremost end of the pipeline located in the gas-liquid reactor is connected with feed opening; at the last end of the discharge port of the gas-liquid reactor through the pipeline with the locates at foremost a continuous reactor connected to the feed ports of the, the discharge port of the thionyl chloride storage tank through the pipeline with the locates at foremost a continuous reactor is connected with feed opening; at the last end of the discharge port of the continuous reactor through the pipeline with 3 - chloropropionyl connected to the feed ports of the storage tank; the air outlet of the continuous reactor is provided with a condenser through a pipeline with the last end of the gas-liquid located connected with the inlet of the reactor. The utility model of the 3 - chloropropionyl production equipment to achieve continuous circulation production, high product yield.
