SU202143A1 - - Google Patents
Info
- Publication number
- SU202143A1 SU202143A1 SU1055877A SU1055877A SU202143A1 SU 202143 A1 SU202143 A1 SU 202143A1 SU 1055877 A SU1055877 A SU 1055877A SU 1055877 A SU1055877 A SU 1055877A SU 202143 A1 SU202143 A1 SU 202143A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- quinoline
- pyrrole
- benzoyl
- benzoyl chloride
- chloride
- Prior art date
Links
- HIISVQYDQWJITQ-UHFFFAOYSA-N 1H-pyrrole;quinoline Chemical class C=1C=CNC=1.N1=CC=CC2=CC=CC=C21 HIISVQYDQWJITQ-UHFFFAOYSA-N 0.000 description 3
- PASDCCFISLVPSO-UHFFFAOYSA-N Benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 3
- KAESVJOAVNADME-UHFFFAOYSA-N pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 3
- SMWDFEZZVXVKRB-UHFFFAOYSA-N quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 description 1
- -1 1-methylpyrryl Chemical group 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 230000000111 anti-oxidant Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000007660 quinolones Chemical class 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
Description
СПОСОБ ПОЛУЧЕНИЯ ПРОИЗВОДНЫХ ХИНОЛИНПИРРОЛОВMethod for producing quinoline-pyrrols derivatives
Изобретение относитс к области получени соединений, которые могут найти применение как исходные вещества дл синтеза красителей , антиоксидантов и фармацевтических препаратов .The invention relates to the field of the preparation of compounds which can be used as starting materials for the synthesis of dyes, antioxidants and pharmaceutical preparations.
Предлагаемый способ получени пронзводных хинолинпирролов заключаетс в том, что хинолнны обрабатывают нирролами карбоновых кнслот, например хлористого бензоила.The proposed method for producing quinoline-pyrrole penetrants is that quinolones are treated with carbonic nitroles, such as benzoyl chloride.
Пример 1. 1-Бензоил-2-(пиррил-2)-1,2-дигидрохннолин .Example 1. 1-Benzoyl-2- (pyrryl-2) -1,2-dihydrochnolnoline.
Раствор 2,3 г безводного хинолина, 1,26 г хлористого бензоила и 0,6 г свеженерегнанного пиррола в 5 мл безводного бензола выдерживают 1-2 час при комнатной температуре н непрерывном встр хивании. Затем реакционную смесь подщелачивают водным аммиаком , отгон ют с паром непрореагировавший пиррол, хинолин н образовавшуюс бензойную кислоту, а остаток в перегонной колбе перекристаллнзовывают из петролейного эфира .A solution of 2.3 g of anhydrous quinoline, 1.26 g of benzoyl chloride, and 0.6 g of freshly distilled pyrrole in 5 ml of anhydrous benzene is kept for 1-2 hours at room temperature with continuous shaking. The reaction mixture is then alkalinized with aqueous ammonia, unreacted pyrrole is distilled off with steam, quinoline n is formed benzoic acid, and the residue in the distillation flask is recrystallized from petroleum ether.
Выход 1 -бензопл-2- (пиррил-2) -1,2-дигидрохинолина 1,4 г (52%), это белые кристаллы с т. пл. 138-140°С.The yield of 1-benzopl-2- (pyrryl-2) -1,2-dihydroquinoline 1.4 g (52%) is white crystals with m. Pl. 138-140 ° C.
Пример 2. 1-Бензоил-2-(1-метилпиррил2 )-1,2-дигндрохинолин получают аналогично описанному выше. Выход соединени при взаимодействии 1,13 г метилпиррола, 1,96 г хлористого бензонла и 3,6 г хинолнна - 2,2 г (бОо/о), т. пл. 120-122°С.Example 2. 1-Benzoyl-2- (1-methylpyrryl) -1,2-digndroquinoline get the same as described above. The yield of the compound in the interaction of 1.13 g of methylpyrrole, 1.96 g of benzonyl chloride and 3.6 g of quinoline — 2.2 g (bo / o), so pl. 120-122 ° C.
Предмет изобретени Subject invention
Способ получени производных хинолинпирролов , отличающийс тем, что хннолин обрабатывают пирролом или алкнлпирролом в присутствии хлорангидридов карбоновых кнслот, например хлористого бензоила.A process for the preparation of quinoline-pyrroles derivatives, characterized in that the quennoline is treated with pyrrole or alkynpyrrole in the presence of acid chlorides of carboxylic acids, for example benzoyl chloride.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU202143A1 true SU202143A1 (en) |
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