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SU1165232A3 - Method of obtaining 3,4-dihydro-4-oxo-2h-1,2-benzothiazine-3/n-(2-pyridyl)carboxamide/-1,1-dioxide - Google Patents

Method of obtaining 3,4-dihydro-4-oxo-2h-1,2-benzothiazine-3/n-(2-pyridyl)carboxamide/-1,1-dioxide Download PDF

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Publication number
SU1165232A3
SU1165232A3 SU823446304A SU3446304A SU1165232A3 SU 1165232 A3 SU1165232 A3 SU 1165232A3 SU 823446304 A SU823446304 A SU 823446304A SU 3446304 A SU3446304 A SU 3446304A SU 1165232 A3 SU1165232 A3 SU 1165232A3
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SU
USSR - Soviet Union
Prior art keywords
oxo
dioxide
carried out
benzothiazine
substituted
Prior art date
Application number
SU823446304A
Other languages
Russian (ru)
Inventor
Гей Сандро
Original Assignee
Сандро Гей (Итали )
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Application filed by Сандро Гей (Итали ) filed Critical Сандро Гей (Итали )
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Publication of SU1165232A3 publication Critical patent/SU1165232A3/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D275/00Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
    • C07D275/04Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D275/06Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to the ring sulfur atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D279/00Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/021,2-Thiazines; Hydrogenated 1,2-thiazines

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1. СПОСОБ ПОЛУЧЕНИЯ 3,4Г-ДИГИДРО-4-ОКСО-2Н-1 ,2-БЕНЗОТИАЗИН-3-01-1. METHOD FOR PRODUCING 3,4G-DIHYDRO-4-OXO-2H-1,2-BENZOTHIAZINE-3-01-

Description

процесс изомеризации в едут в среде диметилсульфоксида в качестве инертного органического растворител ,the isomerization process is carried out in a medium of dimethyl sulfoxide as an inert organic solvent,

3. Способ по п.1, отличающий с   тем, что метилирование3. The method according to claim 1, characterized in that the methylation

осуществл ют метилгалогенидом или диметилсульфатом и процесс ведут в среде диметилсульфоксида в качестве инертного органического растворител .is carried out with methyl halide or dimethyl sulfate and the process is carried out in a dimethyl sulfoxide medium as an inert organic solvent.

Claims (3)

1. СПОСОБ ПОЛУЧЕНИЯ 3,4-ДИГВДРО-4-ОКСО-2Н-1,2-БЕНЗОТИАЗИН-3-£R-(2-ПИРИДИЛ)КАРБОКСАМИДУ-1,1-ДИОКСИДА формулы1. METHOD FOR PRODUCING 3,4-DIHVDRO-4-OXO-2H-1,2-BENZOTHIAZINE-3-£R-(2-PYRIDYL)CARBOXAMIDE-1,1-DIOXIDE of the formula -1,1-диоксида изомеризации подвергают соединение формулы где R - атом водорода или метоксикарбонил, метилированию подвергают полученное в качестве З-замещенного 3,4-дигвдро-4-ОКСО-2Н-1,2-бензотиазин-1,1-диоксида соединение формулы изомеризацией N-замещенного 3-оксо:т1, г-бензотиазолин^Ч , 1-диоксида путем обработки основанием в среде инертного органического растворителя при температуре окружающей среды, метилированием образующегося З-замещенного 3,4-дигидро-4-оксо-2Н-1,2-бензотиаэин-1,1-диоксида в среде инертного органического растворителя при температуре окружающей среды и выделением целевого продукта, отличающийся тем, что, с целью повьнпения выхода целевого продукта, в качестве N-замещенного З-оксо-1,2-бензотиазолингде R имеет указанное значение, и образующийся продукт метилирования' °2 в случае, если R - атом водорода, выделяют или в случае, если R -метоксикарбонил, ^подвергают щелочному гидролизу путем обработки водным раствором гидроокиси щелочного металла при температуре, окружающей среды.-1,1-Dioxide isomerization is carried out on a compound of the formula where R is a hydrogen atom or methoxycarbonyl, and methylation is carried out on a compound of the formula obtained as 3-substituted 3,4-dihydro-4-OXO-2H-1,2-benzothiazine-1,1-dioxide by isomerization of N-substituted 3-oxo:m1,g-benzothiazoline-1,1-dioxide by treating with a base in an inert organic solvent at ambient temperature, methylating the resulting 3-substituted 3,4-dihydro-4-oxo-2H-1,2-benzothiazine-1,1-dioxide in an inert organic solvent at ambient temperature and isolating the target product, characterized in that, in order to increase the yield of the target product, as N-substituted 3-oxo-1,2-benzothiazoline where R has the specified meaning, and the resulting methylation product is isolated if R is a hydrogen atom, or if R is methoxycarbonyl, it is subjected to alkaline hydrolysis by treatment with an aqueous solution of alkali metal hydroxide at ambient temperature. 2. Способ по π.1, о т. л и ч а tout и й с я тем, что в качестве основания используют метилат натрия и ,SU„,1165232 процесс изомеризации в едут в среде диметилсульфоксида в качестве инертного органического растворителя.2. The method according to π.1, differs in that sodium methylate is used as a base and the isomerization process is carried out in a dimethyl sulfoxide medium as an inert organic solvent. 3. Способ по п.1, отличающийся тем, что метилирование осуществляют метилгалогенидом или диметилсульфатом и процесс ведут в среде диметилсульфоксида в качестве инертного органического растворителя.3. The method according to claim 1, characterized in that methylation is carried out with methyl halide or dimethyl sulfate and the process is carried out in a dimethyl sulfoxide medium as an inert organic solvent.
SU823446304A 1981-09-02 1982-05-20 Method of obtaining 3,4-dihydro-4-oxo-2h-1,2-benzothiazine-3/n-(2-pyridyl)carboxamide/-1,1-dioxide SU1165232A3 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ITMI1981A23742A IT8123742A1 (en) 1981-09-02 1981-09-02 PROCESS FOR THE PREPARATION OF DERIVATIVES OF 4-OXO-3,4-DIHYDRO-2H-1,2-BERZOTHIAZINE-1,1-DIOXIDE-3-CARBOXIAMIDE.

Publications (1)

Publication Number Publication Date
SU1165232A3 true SU1165232A3 (en) 1985-06-30

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Family Applications (1)

Application Number Title Priority Date Filing Date
SU823446304A SU1165232A3 (en) 1981-09-02 1982-05-20 Method of obtaining 3,4-dihydro-4-oxo-2h-1,2-benzothiazine-3/n-(2-pyridyl)carboxamide/-1,1-dioxide

Country Status (4)

Country Link
FI (1) FI813201L (en)
IT (1) IT8123742A1 (en)
SU (1) SU1165232A3 (en)
YU (1) YU43970B (en)

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Joseph G. Lombardino et al. Potent anti-inflananatory N-heterocyciic 3-carboxamides of 4-hydroxy-2-n thyl-2H-1,2-benzothiazin-1,1-dioxide. - J. Med. Chem., 1973, 16, № 5, p. 493-6. *

Also Published As

Publication number Publication date
IT8123742A0 (en) 1981-09-02
YU284981A (en) 1983-10-31
YU43970B (en) 1990-02-28
FI813201A7 (en) 1983-03-03
FI813201L (en) 1983-03-03
IT8123742A1 (en) 1983-03-02

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