METHOD OF PRODUCING METHYL 1,7-DIARYL-9-AROYL-4-BENZOYL-3-HYDROXY-2,6-DIOXO-1,7-DIAZASPIRO[4,4]NONE-3,8-DIENE-8-CARBOXYLATES, EXHIBITING ANALGESIC ACTIVITY Russian patent published in 2015 - IPC C07D207/38 

Abstract RU 2537999 C1

FIELD: chemistry.

SUBSTANCE: invention relates to a method of producing a novel group of compounds which are methyl 1,7-diaryl-9-aroyl-4-benzoyl-3-hydroxy-2,6-dioxo-1,7-diazaspiro[4.4]none-3,8-diene-8-carboxylates of formula where Ar1=C6H4Me-4, Ar2=Ph, Ar3=C6H4Me-4 (IIIa), Ar1=C6H4Me-4, Ar2=C6H4Cl-4, Ar3=C6H4Me-4 (IIIb), Ar1=C6H4Me-4, Ar2=C10H7, Ar3=C6H4Cl-4 (IIIc), Ar1=C6H4OEt-4, Ar2=Ph, Ar3=C6H4OEt-4 (IIId). The method includes reacting 1-aryl-4-benzoyl-5-methoxycarbonyl-1H-pyrrole-2,3-dione with a corresponding 4-aryl-2-arylamino-4-oxo-2-butenoate, taken in ratio of 1:1, and the process is carried out while boiling in an inert solvent medium.

EFFECT: compounds exhibit analgesic activity and can be used as feedstock for synthesis of novel heterocyclic systems.

2 cl, 1 tbl, 5 ex

Similar patents RU2537999C1

Title Year Author Number
INTERMEDIATE PRODUCTS - METHYL 7-ARYL-4, 9-DIAROYL-3-HYDROXY-1-(2-HYDROXYPHENYL)-2,6-DIOXO-1, 7-DIAZASPIRO[4,4]NONE-3, 8-DIENE-8-CARBOXYLATES; METHYL 6, 9-DIARYL-11-AROYL-2-(O-HYDROXYPHENYL)-3, 4,10-TRIOXO-7-OXA-2, 9-DIAZATRICYCLO[6.2.1.0]UNDEC-5-ENE-8-CARBOXYLATES; METHOD OF PRODUCING METHYL 6, 9-DIARYL-11-AROYL-2-(O-HYDROXYPHENYL)-3, 4, 10-TRIOXO-7-OXA-2, 9-DIAZATRICYCLO [6.2.1.0]UNDEC-5-ENE-8-CARBOXYLATES; METHYL 11-BENZOYL-2-O-HYDROXYPHEHYL-3, 4, 10-TRIOXO-9-P-TOLYL-6-PHENYL-7-OXA-2, 9-DIAZATRICYCLO [6.2.1.0]UNDEC-5-ENE-8-CARBOXYLATE HAVING ANTIMICROBIAL ACTIVITY 2008
  • Racheva Nadezhda L'Vovna
  • Maslivets Andrej Nikolaevich
  • Aleksandrova Galina Arsent'Evna
RU2383550C1
ETHYL 1,6-DIARYL-4-AROYL-3-HYDROXY-2-OXO-8-PHENYL-1,7-DIAZASPIRO[4,4]NONA-3,6,8-TRIEN-9-CARBOXILATES AND METHOD OF THEIR OBTAINING 2011
  • Silajchev Pavel Sergeevich
  • Makhmudov Ramiz Ragibovich
  • Maslivets Andrej Nikolaevich
RU2467010C1
METHYL 11-ARYL-12-AROYL-9-HYDROXY-4,6-DIMETHYL-3,5,10-TRIOXO-4,6,8,11-TETRAAZATRICYCLO[7,2,1,0]DODEC-2(7)-ENE-1-CARBOXYLATES AND SYNTHESIS METHOD THEREOF 2008
  • Denislamova Ekaterina Sergeevna
  • Maslivets Andrej Nikolaevich
RU2383549C1
1,6'-DIARYL-3-AROYL-4-HYDROXY-1',3'-DIMETHYLSPIRO[PIRROLE-2,5'-PYRROLO[2,3-d]PYRIMIDINE]-2',4',5(1H,1'H,3'H)-TRIONES AND METHOD FOR PRODUCTION THEREOF 2012
  • Silajchev Pavel Sergeevich
  • Maslivets Andrej Nikolaevich
  • Makhmudov Ramiz Ragibovich
RU2502738C2
2-(6-ARYL-4-AROYL-3-METHYL-1-PHENYL-1H-PYRAZOLO[3,4-b]PYRIDIN-5-YL)-2-OXO-N-ARYLACETAMIDES AND METHODS FOR PRODUCTION THEREOF 2012
  • Silajchev Pavel Sergeevich
  • Maslivets Andrej Nikolaevich
  • Makhmudov Ramiz Ragibovich
RU2501800C2
1,1'-DIARYL-3'-AROYL-4'-HYDROXY-1H-SPIRO [INDENO[1,2-b]PYRROL-3,2'-PYRROL]-2,4,5'-(1'H)-TRIONES AND METHOD OF THEIR OBTAINING 2011
  • Bubnov Nikolaj Vladimirovich
  • Denislamova Ekaterina Sergeevna
  • Makhmudov Ramiz Ragibovich
  • Maslivets Andrej Nikolaevich
RU2467011C1
METHYL 3-METHYL-5-[2-(4-ARYLAMINO)-2-OXOACETYL]-1,6-DIPHENYL-1H-PYRAZOLO[3,4-b]PYRIDINE-4-CARBOXYLATES AND METHYL 3-METHYL-5-[2-(4-ARYLAMINO)-2-OXOACETYL]-6-STYRYL-1-PHENYL-1H-PYRAZOLO[3,4-b]PYRIDINE-4-CARBOXYLATES AND METHOD FOR PREPARING THEM 2012
  • Maslivets Andrej Nikolaevich
  • Bubnov Nikolaj Vladimirovich
  • Silajchev Pavel Sergeevich
  • Filimonov Valerij Olegovich
  • Makhmudov Ramiz Ragibovich
RU2495039C1
METHYL 1-ARYL-3-HYDROXY-3'-METHYL-2,4,5'-TRIOXO-6-PHENYL-2,4,5,6-TETRAHYDRO-5'H-SPIRO[INDOLE-7,4'-ISOXAZOLE]-7a(1H)-CARBOXYLATES, METHYL 1-ARYL-(1'-PHENYL AND 1'-BENZYL)-3-HYDROXY-3'-METHYL-2,4,5'-TRIOXO-6-PHENYL-1',2,4,5,5',6-HEXAHYDROSPIRO[INDOLE-7,4'-PYRAZOLE]-7a(1H)-CARBOXYLATES AND METHYL 1'-ARYL-3'-HYDROXY-1,2',3,4'-TETRAOXO-6'-PHENYL-1,2',3,4',5',6'-HEXAHYDROSPIRO[INDENE-2,7'-INDOLE]-7a'(1'H)-CARBOXYLATES, DEMONSTRATING ANALGESIC ACTIVITY AND METHOD FOR OBTAINING THEREOF 2014
  • Silajchev Pavel Sergeevich
  • Filimonov Valerij Olegovich
  • Maslivets Andrej Nikolaevich
  • Makhmudov Ramiz Ragibovich
RU2577528C2
(1Z,3Z)-4-ARYL-4-HYDROXY-1-(3,3-DIALKYL-3,4-DIHYDROISOQUINOLIN-1(2N)-YLIDENE)-BUT-3-EN-4-ONES AND METHOD OF PRODUCING SAID COMPOUNDS 2008
  • Khalturina Valerija Vladislavovna
  • Shkljaev Jurij Vladimirovich
  • Maslivets Andrej Nikolaevich
  • Makhmudov Ramiz Ragipovich
RU2374231C1
ETHYL 1'-BENZYL-3,3-DIMETNYL-1,2'-DIOXO-5'-PHENYL-1'2,2',3,4,10-HEXAHYDRO-1H-SPIRO[ACRIDINE-9,3'-PYRROL]-4'-CARBOXYLATES AND SYNTHESIS METHOD THEREOF 2008
  • Maslivets Andrej Nikolaevich
  • Silajchev Pavel Sergeevich
  • Makhmudov Ramiz Ragipovich
  • Dmitriev Maksim Viktorovich
  • Fedorovtseva Anastasija Nikolaevna
RU2387651C1

RU 2 537 999 C1

Authors

Denislamova Ekaterina Sergeevna

Dubovtsev Aleksej Jur'Evich

Makhmudov Ramiz Ragibovich

Maslivets Andrej Nikolaevich

Dates

2015-01-10Published

2013-07-15Filed