SU170964A1 - WAY OF OBTAINING AMINO SUBSTITUTE VINYL ETHER - Google Patents
WAY OF OBTAINING AMINO SUBSTITUTE VINYL ETHERInfo
- Publication number
- SU170964A1 SU170964A1 SU912864A SU912864A SU170964A1 SU 170964 A1 SU170964 A1 SU 170964A1 SU 912864 A SU912864 A SU 912864A SU 912864 A SU912864 A SU 912864A SU 170964 A1 SU170964 A1 SU 170964A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- way
- vinyl ether
- obtaining amino
- amino substitute
- substitute vinyl
- Prior art date
Links
- -1 AMINO Chemical class 0.000 title description 5
- QYKIQEUNHZKYBP-UHFFFAOYSA-N vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 title description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical class CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- HPNMFZURTQLUMO-UHFFFAOYSA-N Diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229920002866 paraformaldehyde Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- VUIWJRYTWUGOOF-UHFFFAOYSA-N 2-ethenoxyethanol Chemical compound OCCOC=C VUIWJRYTWUGOOF-UHFFFAOYSA-N 0.000 description 1
- 238000010533 azeotropic distillation Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к области получени аминозамещенных виниловых эфиров. Аминозамещенные виниловые эфиры в литературе не описаны. Предлагаемый способ состоит в том, что виниловые эфиры гликолей подвергают взаимодействию с формальдегидом и диэтиламином в среде бензола при температуре кипени реакционной смеси. Выходы достигают- 40-500/0. Пример 1. Получение в и н и л д liэтиламинооксиэтилового эфира CH2 CHOCH2C l2OCH2N(C2H5)2. В трехгорлую колбу помещают 17,6 г (0,2 моль) моновинилового эфира этиленгли.кол , 7,5 г (0,25 моль} параформа, 21,9 г (0,3 моль) диэтиламина, 30 мл бензола и нагревают с азеотропическим отгоном воды при температуре кипени реакционной смеси (80-85 С) в течение 4-5 час при непрерывном перемешивании , оставл ют на ночь при комнатной температуре и подвергают вакуумной разгонке . Получают 17,3 г, выход 50Vo вмнилдиэгиламинооксиэтилового эфира, т. кип. ,4348; ,8926; 59,5°С (5 мм рт. ст.); 50,8; СдПюО.М. MR 50,6, вычисленное Указанное соединение получают из мойовинилового эфира диэтиленгликол , параформа и диэтиламииа аналогично описанному с выходом 738/о; т. кип. 94°С (2 мм рт. ст.); П 2° 1,4428; 0,9363; MR 61,5; вычисленное 61,8. CiiHasOsN. Чистота, определенна гидроксиламинным методом, - 98,03о/о. Найдено, о/„; С 60,66, 60,54; Н 10,79, 10,65; N 5,99, 5,98. Вычислено, о/о: С 60,79; Н 10,67; N 6,45. Пример 3. Получение диэтила м II н о 3 а м е щ е н н о г о винилового эфира на основе моновинилового эфира т р и 3 т и л е н г л и к о л СНа CH(OCH2CH2)3OCH2N(C2H5)2. Данное соедькенне получают, как описано выше, с выходом 49, т. кип. 108°С (2 мм рт. ст.); 0,9678; MR 72,3, вычисленное П1,1,4483; 73,1. Ci3n27O.iN. Чистота 98,35«Vo. Предмет изобретени Способ получени аминозамеш,енных виниловых эфиров, отличающийс тем, что виниловые эфиры гликолей подвергают взаимодействию с формальдегидом и диэтиламином в среде бензола при температуре кипени реакциоыйой .The invention relates to the field of the production of amino-substituted vinyl ethers. Amino-substituted vinyl ethers are not described in the literature. The proposed method consists in that the glycol vinyl ethers are reacted with formaldehyde and diethylamine in benzene at the boiling point of the reaction mixture. Outputs reach 40-500 / 0. Example 1. Preparation of CH2CHOCH2C l2OCH2N (C2H5) 2 in ethyl and ethyl ethers CH2CHOCH2C l2OCH2N. In a three-necked flask are placed 17.6 g (0.2 mol) of ethylene glycol monovinyl ether, 7.5 g (0.25 mol) of paraform, 21.9 g (0.3 mol) of diethylamine, 30 ml of benzene and heated with azeotropic distillation of water at the boiling point of the reaction mixture (80-85 ° C) for 4-5 hours with continuous stirring, left overnight at room temperature and subjected to vacuum distillation. 17.3 g are obtained, the yield is 50Vo in the ethyl ether, t.kip ., 4348;, 8926; 59.5 ° C (5 mm Hg. Art.); 50.8; SDPOO.M.M.R. 50.6, calculated The indicated compound is obtained from diethyl myovinyl ether glycol, paraformaldehyde and diethylamya are similar to those described with a yield of 738 / o; bp 94 ° C (2 mmHg); P 2 ° 1.4428; 0.9363; MR 61.5; calculated 61.8. CiiHasOsN. The purity determined by the hydroxylamine method is 98.03 ° / O. Found, o / "; C 60.66, 60.54; H 10.79, 10.65; N 5.99, 5.98. Calculated o / o: C 60.79; H 10.67; N 6.45. Example 3. Preparation of diethyl m II N 3 about 3 a c. N of vinyl ether based on monovinyl ether p and 3 tons and ln glikolol CHa CH (OCH2 CH2) 3 OCH2N (C2H5) 2. This sodenken receive, as described above, with the release of 49, so Kip. 108 ° С (2 mm of mercury); 0.9678; MR 72.3, calculated P1,1,4483; 73.1. Ci3n27O.iN. Clean 98.35 "Vo. The subject of the invention is a method for the preparation of amino esters of vinyl ethers, characterized in that the glycol vinyl ethers are reacted with formaldehyde and diethylamine in benzene at a boiling point and reacted.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU170964A1 true SU170964A1 (en) |
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