FIELD: fine organic synthesis.
SUBSTANCE: invention relates to a method of producing 4-hetaryl-3,6-dioxo-2,3,4,5,6,7-hexahydroisothiazolo[5,4-b]pyridine-5-carbonitriles of general formula 1, where R represents 2-thienyl, 2-furyl or 5-methyl-2-furyl, of interest as biocides and potential anticancer drugs. The production method involves treating 6-amino-4-hetaryl-3-carbamoyl-5-cyano-1,4-dihydropyridine-2-thiolates of triethylammonium as starting compounds, and is characterized by the fact that the reaction is carried out in the system dimethyl sulfoxide — aqueous 37% hydrochloric acid at 25°C for 5–15 minutes.
EFFECT: production of previously undescribed, partially saturated target products, and the provision of a method using non-aromatic substrates and carrying out simultaneous functionalization of the compound 1 molecule during an oxidation reaction.
1 cl, 3 ex
Title | Year | Author | Number |
---|---|---|---|
METHOD OF PRODUCING SUBSTITUTED PYRIDO[3',2':4,5]THIENO[3,2-d]PYRIMIDINE-2,4(1H,3H)-DIONES | 2023 |
|
RU2814735C1 |
METHOD FOR THE OBTAINING 6-AMINO-4-ARYL-2-THIOXO-1,2-DIHYDROPYRIDINE-3,5-DICARBONITRILES | 2022 |
|
RU2792625C1 |
PHARMACEUTICAL COMPOSITION, INCLUDING TRICYCLIC SULFUR-CONTAINING 1,2-DIHYDROQUINOLINE DERIVATIVE FOR INHIBITION OF REPLICATION OF BETA CORONAVIRUSES, INCLUDING SARS-CoV-2, AND METHOD OF ITS USE | 2021 |
|
RU2814434C1 |
2-(1,1-DIMETHYL-1H-BENZO[E]INDOLIN-2-YL)-5,6,7-TRICHLORO-1,3-TROPOLONE, WHICH HAS CYTOTOXIC ACTIVITY AGAINST A431 SKIN CANCER AND H1299 LUNG CANCER CELL CULTURES | 2023 |
|
RU2810581C1 |
APPLICATION OF BENZYL 6-({2-[(3,4-DIMETHYLPHENYL)AMINO]-2-OXOETHYL}THIO)-2-METHYL-4-(4-CHLOROPHENYL)-5-CYANO-1,4-DIHYDROPYRIDINE-3-CARBOXYLATE AS HEPATOPROTECTIVE AGENT | 2021 |
|
RU2755349C1 |
METHOD OF PRODUCING A TRICYCLIC SULFUR-CONTAINING DERIVATIVE OF 1,2-DIHYDROQUINOLINE FOR INHIBITING REPLICATION OF BETA-CORONAVIRUSES, INCLUDING SARS-CoV-2 | 2021 |
|
RU2819783C1 |
METHOD FOR PRODUCING 6-AMINO-7-PHENYL-3-(PHENYLIMINO)-4,7-DIHYDRO-3H-[1,2]DITHIOLO[3,4-B]PYRIDINE-5-CARBOXYLIC ACID AMIDES | 2022 |
|
RU2802515C1 |
APPLICATION OF A TRICYCLIC SULPHUR-CONTAINING DERIVATIVE OF 1,2-DIHYDROQUINOLINE FOR INHIBITING THE REPLICATION OF BETACORONAVIRUSES, INCLUDING SARS-COV-2 | 2021 |
|
RU2780247C1 |
24-DIBROM-4-OXO-2-CYANO-3,23-DINOLUP-28-OIC ACID METHYL ETER WITH CYTOTOXIC ACTIVITY | 2022 |
|
RU2784317C1 |
METHOD FOR THE PREPARATION OF 1-(2-PROPARGYL)-1H-NAPHTHO[2,3-d][1,2,3]TRIAZOLE-4,9-DIONE-4-OXIME-2-OXIDE | 2022 |
|
RU2791249C1 |
Authors
Dates
2024-01-30—Published
2023-07-04—Filed