SU239314A1 - METHOD OF OBTAINING N- - Google Patents
METHOD OF OBTAINING N-Info
- Publication number
- SU239314A1 SU239314A1 SU1195016A SU1195016A SU239314A1 SU 239314 A1 SU239314 A1 SU 239314A1 SU 1195016 A SU1195016 A SU 1195016A SU 1195016 A SU1195016 A SU 1195016A SU 239314 A1 SU239314 A1 SU 239314A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ether
- solution
- acid chloride
- obtaining
- stirred
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000002253 acid Substances 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N benzohydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- ADYBPIXMOIMAMZ-UHFFFAOYSA-N 4-chloro-2-methylidenebutanamide Chemical class NC(=O)C(=C)CCCl ADYBPIXMOIMAMZ-UHFFFAOYSA-N 0.000 description 1
- HFBMWMNUJJDEQZ-UHFFFAOYSA-N Acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
- 101710007779 EEF2 Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical class Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- VHRYZQNGTZXDNX-UHFFFAOYSA-N Methacryloyl chloride Chemical compound CC(=C)C(Cl)=O VHRYZQNGTZXDNX-UHFFFAOYSA-N 0.000 description 1
- WSLOZQLOMMLGPY-UHFFFAOYSA-N N-(2-chloroethyl)prop-2-enamide Chemical class ClCCNC(=O)C=C WSLOZQLOMMLGPY-UHFFFAOYSA-N 0.000 description 1
- VPCDQGACGWYTMC-UHFFFAOYSA-N Nitrosyl chloride Chemical compound ClN=O VPCDQGACGWYTMC-UHFFFAOYSA-N 0.000 description 1
- 101700058470 XPOT Proteins 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- NOWKCMXCCJGMRR-UHFFFAOYSA-N aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
Description
Изобретение относитс к классу алпшов.The invention relates to the Alpshov class.
Полученные по предлагаемому способу соедине ни мотут найти применение в области химии полимеров.The compounds obtained by the proposed method can be used in the field of polymer chemistry.
Предложен получени КТ-(2-хлорэтил )-акрилами.дов, заключающийс в том, что хлораигидриды а.криловых кислот подвергают взаимодействию с алкилениминами в среде органического растворител , например в эфире, в присутствии ингибитора полимеризации .The preparation of CT (2-chloroethyl) -acrylamides. Was proposed, which concluded that the a.crylic acid chlorohydrides are reacted with alkyleneimines in an organic solvent medium, for example, in ether, in the presence of a polymerization inhibitor.
П р и м е р 1. С и и тез N- (2-х л о р э т и л) м е т а к р и л а м и д а. К охлалчдеаному до - 10°С раствору 8,6 г этиленимина и 0,02 г гидрохи.ноиа в 50 мл эфира при перемешивании добавл ют раствор 20,9 г хлорангидрида метакрилОВОЙ .кислоты в 50 мл эфира в течение 1 час.PRI me R 1. C and and mes N- (2 l o r e t and l) meta and p and l and m and d a. To a cooled to -10 ° C solution of 8.6 g of ethylenimine and 0.02 g of hydroxy. In 50 ml of ether, a solution of 20.9 g of methacrylic acid chloride in 50 ml of ether is added with stirring over 1 hour.
Реакционную массу перемешивают при комнатной темнературе 2 час, затем фракционируют в вакузме. Выход 18 г (61%); т. кип. 93-96 0 (3 ммрт.ст.); 1,4960; df 1,1585.The reaction mass is stirred at room temperature for 2 hours, then fractionated in vacuo. Yield 18 g (61%); m.p. 93-96 0 (3 mmHg); 1.4960; df 1.1585.
Пайдеио, %: N 9,52; 9,50; С1 24,10; 23,85.Paideio,%: N, 9.52; 9.50; C1 24.10; 23.85.
CoHi.ClNO.CoHi.ClNO.
Вычислено, %: N 9,53; С 24,06.Calculated,%: N 9,53; From 24.06.
при перемешивании добавл ют 9,05 г хлорангидрида а крилсиой кислоты в 50 м.г эфира в течение 0,5 час, затем перемешивают при темнературе в течение 3 час. PeaiKUiioHную Aiaccy фра:киионируют в вакуу.лге. Выход 9,2 г (62%); т. кии. (З.им рт. ст.);while stirring, 9.05 g of aprilcioic acid chloride in 50 m g of ester is added over 0.5 hour, then stirred at a temperature of 3 hours. PeaiKUiioH Aiaccy fra: kioni in vacuum. Yield 9.2 g (62%); t. cues. (Z. im Hg. Art.);
2020
1.4915.1.4915.
nfnf
Пайдено. Paydeno.
N 9.51; CI 24,11; 24,04. N 9.51; CI 24.11; 24.04.
С,:;11иЛОС1.C,:; 11ILOS1.
В Г :ИСЛеИО. : N 9,53; С1 24,06.V G: ISLEEO. : N 9.53; C1 24.06.
Пример 3. К раствору 11,9 г N-фенилэтиленимина и 0,02 г гидрохинона в 50 мл бензола при темнературе при перемешг ва:1ии лобавл ют раствор 9,05 г хлорангидрида акриловой кислоты в 50 мл белзола в течение 1 час. Смесь перемешивают ирт комнатной телшературе 5 час, затем фра кшшнируют в вакууме. Выход продуктовExample 3. To a solution of 11.9 g of N-phenylethyleneimine and 0.02 g of hydroquinone in 50 ml of benzene with temperature treatment with stirring: 1 they add a solution of 9.05 g of acrylic acid chloride in 50 ml of belzol for 1 hour. The mixture is stirred at room temperature for 5 hours, then framed in vacuo. Product outlet
135-136° С 135-136 ° C
1о,7 г (7о%); т. кин.1, 7 g (7%); t. kin.
(3(3
2020
1,5590; df 1,1691.1.5590; df 1.1691.
рт. ст.); пHg Art.); P
%:%:
17,05.17.05.
MaineHo, MaineHo,
6,66; С1 СпП,ЛОС1.6.66; C1 SPP, LOS1.
Вычислено, %: N 6,68; С1 16,94. Аналогично получают Calculated,%: N 6.68; C1 16.94. Similarly receive
N-2-хлорэтилакрнла (Миды формулыN-2-chloroethylacrnla (Formula
3 Константы прнведены ниже.3 Constants are given below.
,20,20
Т. кип., °С| 1T. kip., ° C | one
RR
RR
Н Т. пл. 36 I -N. T. pl. 36 I -
1,0918 1,0918
СИ.,98,3 1,4825SI., 98.3 1.4825
С,н; 138/3I 1,5426 1,1357C, n; 138 / 3I 1,5426 1,1357
Предмет изобретен н The subject invented
Сиособ иолучепи N-(2-xлopэтил)-акриламидов , отличающийс тем, что хлорангидриЛГ ) акрило.вых кислот подвергают взаимодейг - ю с алкнленимииами в .среде органического растворител , например в эфире, в нрисутстии.и ингибитора ио.мимеризаниа.The cyanoacid is N- (2-chloroethyl) -acrylamides, characterized in that the acid chloride of the acrylic acid is reacted with alkylene compounds in the medium of an organic solvent, for example, in ether, in the presence of an inhibitor and in inhibitor.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU239314A1 true SU239314A1 (en) |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8445723B2 (en) | 2008-08-19 | 2013-05-21 | Nalco Company | Processes for producing N-alkyl (alkyl)acrylamides |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8445723B2 (en) | 2008-08-19 | 2013-05-21 | Nalco Company | Processes for producing N-alkyl (alkyl)acrylamides |
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