SU332835A1 - METHOD FOR PREPARING ETHYL AIR 10- (p- - Google Patents
METHOD FOR PREPARING ETHYL AIR 10- (p-Info
- Publication number
- SU332835A1 SU332835A1 SU938125A SU938125A SU332835A1 SU 332835 A1 SU332835 A1 SU 332835A1 SU 938125 A SU938125 A SU 938125A SU 938125 A SU938125 A SU 938125A SU 332835 A1 SU332835 A1 SU 332835A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- air
- ethyl ester
- preparing ethyl
- chloride
- Prior art date
Links
- 125000001495 ethyl group Chemical class [H]C([H])([H])C([H])([H])* 0.000 title 1
- 239000002253 acid Substances 0.000 description 11
- YXFVVABEGXRONW-UHFFFAOYSA-N toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 8
- 125000004494 ethyl ester group Chemical group 0.000 description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- -1 p-morpholylpropionyl Chemical group 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 3
- 229940113083 morpholine Drugs 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000003929 acidic solution Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000005712 crystallization Effects 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- JXYZHMPRERWTPM-UHFFFAOYSA-N hydron;morpholine;chloride Chemical compound Cl.C1COCCN1 JXYZHMPRERWTPM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к области фармакологии и касаетс способов получени этилового эфира 10-(р-морфолилпропионил)-фентиазинкарбаминовой-2-кислоты , используемого в качестве лекарственного препарата.The invention relates to the field of pharmacology and relates to methods for the preparation of 10- (p-morpholylpropionyl) -fentiazinecarbamic-2-acid ethyl ester, used as a medicine.
Этиловый эфир 10-(р-морфолилпропионил)ф .ентиазннкарбаминовой-2-кислоты ранее в литературе не описан. Предлагают получать его конденсацией этилового эфира фентиазинкарбаминовой-2-кислоты с р-хлорпропионнлхлоридом с .последующей обработкой продукта конденсации морфолином.Ethyl ester of 10- (p-morpholylpropionyl) f.entiaznnarbamic-2-acid has not been previously described in the literature. It is proposed to obtain it by condensation of fenthiazinecarbamic-2-acid ethyl ester with p-chloropropion chloride with subsequent treatment of the condensation product with morpholine.
Пример. К раствору 10 г (0,035 жоль) этилового эфира фентиазинкарбаминовой-2кислоты в 30 мл безводного толуола по капл м прибавл ют 5,3 г (0,042 моль) хлорангидрида р-хлорпропионовой кислоты и кип т т 4 час обратным холодильником. Из реакционной смеси отгон ют толуол и избыток хлорангндрида и кристаллизуют остаток из зтиладетата .Example. 5.3 g (0.042 mol) of p-chloropropionic acid chloride was added dropwise to a solution of 10 g (0.035 jol) of fentiazine-carbamic-2-acid ethyl ester in 30 ml of anhydrous toluene and boiled for 4 hours under reflux. Toluene and an excess of acid chloride are distilled off from the reaction mixture, and the residue crystallizes from the acid residue.
Получают 8,5 г (65% от теоретического количества ) этилового эфира 10-р-хлорпропионил ) - фентиазинкарбаминовой - 2 - кислоты с т. пл. 169-170°С.Obtain 8.5 g (65% of theoretical amount) of ethyl ester of 10-p-chloropropionyl) -fenthiazinecarbamic - 2 - acid with so pl. 169-170 ° C.
3,76 г (0,01 моль) полученного эфира и 2,61 г (0,03 моль) морфолина кип т т 2 час в 20 мл толуола. Выделившийс хлоргидрат морфолина отфильтровывают, а фильтрат промывают водой и обрабатывают разбавленной сол ной кислотой. Водный кислый раствор отдел ют, осветл ют активированным углем и подщелачивают . Выделившеес основание экстрагируют толуолом. Экстракт сушат сульфатом магнп и обрабатывают эфирным раствором хлористого водорода. Получают в виде осадка 3,51 г (76,2% от теоретического количества) хлоргидрата этилового эфира 10-(р-морфолилпропионил ) - фентиазиикарбаминовой-2-кислоты , который после кристаллизации из смеси спирта и эфира имеет т. пл. 19i°C (разложение ). Основание имеет т. пл. 156-157°С.3.76 g (0.01 mol) of the obtained ester and 2.61 g (0.03 mol) of morpholine are boiled for 2 hours in 20 ml of toluene. The released morpholine hydrochloride is filtered off and the filtrate is washed with water and treated with dilute hydrochloric acid. The aqueous acidic solution is separated, clarified with activated carbon and alkalinized. The base is extracted with toluene. The extract is dried with magnet sulfate and treated with ethereal hydrogen chloride. 3.51 g (76.2% of the theoretical amount) of ethyl ethyl ester hydrochloride of 10- (p-morpholylpropionyl) -phenthiazium-carbamic-2-acid is obtained as a precipitate, which, after crystallization from a mixture of alcohol and ether, has a melting point of 200 g. 19i ° C (decomposition). The base has so pl. 156-157 ° C.
Предмет изобретени Subject invention
Способ получени этилового эфира 10-(рморфолилпропионил )-фентиазинкарбаминовой2-кислоты , отличающийс тем, что этиловый эфир фентиазинкарбамино.вой-2-кислоты конденсируют с р-хлорпропионилхлоридом с последующей обработкой продукта конденсации морфолином.A method for producing 10- (rmorpholylpropionyl) -phenthiazinecarbamic 2-acid ethyl ester, characterized in that the phenyazinecarbamino.-2-acid ethyl ester is condensed with p-chloropropionyl chloride followed by treatment of the condensation product with morpholine.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU332835A1 true SU332835A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5202435A (en) * | 1991-11-12 | 1993-04-13 | Du Pont Merck Pharmaceutical Company | Process for the preparation of moricizine hydrochloride |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5202435A (en) * | 1991-11-12 | 1993-04-13 | Du Pont Merck Pharmaceutical Company | Process for the preparation of moricizine hydrochloride |
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