SU191526A1 - METHOD OF OBTAINING NITRILES N-DIZAMELCHENYX 2-AMINO-3,4-EPOXIVALERIC ACIDS - Google Patents
METHOD OF OBTAINING NITRILES N-DIZAMELCHENYX 2-AMINO-3,4-EPOXIVALERIC ACIDSInfo
- Publication number
- SU191526A1 SU191526A1 SU1053112A SU1053112A SU191526A1 SU 191526 A1 SU191526 A1 SU 191526A1 SU 1053112 A SU1053112 A SU 1053112A SU 1053112 A SU1053112 A SU 1053112A SU 191526 A1 SU191526 A1 SU 191526A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- amino
- epoxivaleric
- dizamelchenyx
- acids
- nitriles
- Prior art date
Links
- 150000002825 nitriles Chemical class 0.000 title description 4
- 239000002253 acid Substances 0.000 title description 2
- 150000007513 acids Chemical class 0.000 title 1
- -1 2-diethylamino-3,4-epoxyvaleronitrile Chemical compound 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- 230000003993 interaction Effects 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- MWFMGBPGAXYFAR-UHFFFAOYSA-N Acetone cyanohydrin Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- ACFWNPRMLAECCX-UHFFFAOYSA-N N#C.CC(C)=O Chemical compound N#C.CC(C)=O ACFWNPRMLAECCX-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002274 desiccant Substances 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L na2so4 Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Нитрилы a-N-дизамещенных амино-3,4-9покеикислот общей формулы R-CH-CH-CH-CN, Л где R и R - алкильные остатки, в литературе не описаны и способ получени их неизвестеп . Предложено получать указанные нитрилы взаимодействием 3,4-эпоксиальдегидов с ацетонциангидрипом и вторичными аминами илн продуктами их взаимодействи - М,Ы-диалкилзамещениыми а-изобутиронитрилов при комнатной температуре или охлаждении лед ной водой. Пример 1. К 4,3 г 2,3-зпоксимасл ного альдегида-1 прибавл ют ,a-N,N-диэтилaмипo1-изобутиронитрила . Смесь при этом сильно разогреваетс и темнеет. На следуюодий день разгонкой выдел ют 4,2 г (50% от теоретического ) 2-диэтиламино-3,4-эпоксивалеронитрила , т. кип. 56-57°С (0,4 мм рт. ст.); пв 1,5400. Пример 2. К смеси 4,3 г 6,3-эпоксимасл ного альдегида,и 4,25 г ацетонциангидрина прибавл ют 7,9 г 30%-пего водного раствора диметиламина, при этом смесь слабо разогреваетс . Через 1 час ввод т осушитель (безводный сульфат натри ). На другой день разгонкой выдел ют 4,2 г (60% от теоретического ) - 2-Х ,Ы-диметиламино-3,4-эпоксивалеронитрила , т. кип. 56-57°С (0,4 мм рт. ст.); г 1,4400. Найдено, %: С 60,30; 60,27; Н 8,27; 8,60; N 20,23; 20,46. C HiaONa. Вычислено, %: С 59,97; Н 8,62; N 19,99. Аналогично получены также: из 2,3-эпоксимасл ного альдегида - 2-N,Nдиэтиламино-3 ,4-эпоксивалеронитрил, выход 91%, т. кип. 73-74°С (0,5 мм рт. ст.); По 1,4440. 2-Ы,К-ди -н-бутиламино -3,4- эпоксивалеронитрил , выход 87%, т. кип. 76-77 С (0,1 мм рт. ст.), Пп 1,4445; 2-N,N- диаллиламино -3,4 -эпоксилавалеронитрил , выход 82%, т. кип. 74-75С (0,25 мм 3 Предмет изобретени Способ получени нитрилов N-дизамещенных 2-амино-3,4-эноксивалериановых кислот, отличающийс тем, что 2,3-эпоксимасл ный 5 4 альдегид обрабатывают ацетонциангидрином и вторичным амином или продуктом их взаимодействи с последующим выделением продукта известным способом. Nitriles of a-N-disubstituted amino-3,4-9 -polyacids of general formula R — CH — CH — CH — CN, L where R and R are alkyl residues are not described in the literature and the method for their preparation is unknown. It has been proposed to obtain these nitriles by the interaction of 3,4-epoxialdehydes with acetone cyanohydride and secondary amines or by the products of their interaction — M, N-dialkyl substitutions for α-isobutyronitriles at room temperature or cooling with icy water. Example 1. To 4.3 g of 2,3-z-oxo-aldehyde-1, a-N, N-diethylamino-1-isobutyronitrile is added. The mixture heats up and darkens. On the next day, the distillation isolated 4.2 g (50% of the theoretical) 2-diethylamino-3,4-epoxyvaleronitrile, t. Bale. 56-57 ° С (0.4 mmHg); pv 1.5400. Example 2. To a mixture of 4.3 g of 6.3 epoxy aldehyde and 4.25 g of acetone cyanohydrin, 7.9 g of a 30% aqueous solution of dimethylamine were added, while the mixture was slightly heated. After 1 hour, a desiccant (anhydrous sodium sulfate) was added. On another day, 4.2 g (60% of the theoretical) —2-X, N-dimethylamino-3,4-epoxyvaleronitrile, i.e., bale, was distilled off. 56-57 ° С (0.4 mmHg); g 1,4400. Found,%: C 60.30; 60.27; H 8.27; 8.60; N 20.23; 20.46. C HiaONa. Calculated,%: C 59.97; H 8.62; N 19.99. Similarly, 2-N, N-diethylamino-3, 4-epoxyvaleronitrile from 2,3-epoxy-butyl aldehyde were also obtained, yield 91%, tons bale. 73-74 ° C (0.5 mm Hg. Art.); By 1.4440. 2-S, K-di-n-butylamino-3,4-epoxy naleronitrile, yield 87%, t. Bales. 76-77 C (0.1 mm Hg. Art.), PP 1.4445; 2-N, N-diallylamino-3,4-epoxylavaleronitrile, yield 82%, t. Bales. 74-75C (0.25 mm 3) Subject of the invention. A method for producing N-disubstituted 2-amino-3,4-enoxivaleric acid nitriles, characterized in that a 2.3-epoxy 5-4 aldehyde is treated with acetone cyanohydrin and a secondary amine or the product of their interaction. with the subsequent selection of the product in a known manner.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU191526A1 true SU191526A1 (en) |
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