SU333836A1 - Method for preparing hydantoin derivatives of carbonic or thiogolic acid esters - Google Patents
Method for preparing hydantoin derivatives of carbonic or thiogolic acid estersInfo
- Publication number
- SU333836A1 SU333836A1 SU1411318A SU1411318A SU333836A1 SU 333836 A1 SU333836 A1 SU 333836A1 SU 1411318 A SU1411318 A SU 1411318A SU 1411318 A SU1411318 A SU 1411318A SU 333836 A1 SU333836 A1 SU 333836A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid esters
- thiogolic
- carbonic
- hydantoin derivatives
- preparing
- Prior art date
Links
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Изобретение касаетс способа получени новых соединений - гидантоиновых производных эфвров угольной или тиоугольной кислоты формулыThe invention concerns a process for the preparation of new compounds — hydantoin derivatives of coal or thiogram acid compounds of the formula
0((0)CYR0 ((0) CYR
где X - атом водорода, галоид, низша алкил- или алкоксигруппа, или нитрогруппа;where X is a hydrogen atom, a halo, lower alkyl or alkoxy group, or a nitro group;
п - целое число от 1 до 2; Y - атом кислорода или серы; R - алкил с 1-4 атомами углерода илиn is an integer from 1 to 2; Y is an oxygen or sulfur atom; R is alkyl with 1-4 carbon atoms or
а рил иand reel and
RI - алкил с 1-3 атомами углерода, которые наход т применение в качестве гербицидов.RI is alkyl with 1 to 3 carbon atoms which find use as herbicides.
Способ основан на реакции взаимодействи спиртов с эфирами хлоругольных кислот. Предлагаемый способ заключаетс в том, что соответствующий 1-арил-3-алкил-5-оксигидантоин подвергают взаимодействию с эфирами хлоругольной или хлортиоугольной кислоты в среде органического растворител в присутствии органического основани , с выделением целевого продукта ооычными приемами .The method is based on the reaction of the interaction of alcohols with chlorotic acid esters. The proposed method consists in the fact that the corresponding 1-aryl-3-alkyl-5-oxyhydantoin is reacted with chloroethyl or chlorothiol acid esters in an organic solvent medium in the presence of an organic base, with the release of the desired product by common methods.
В качестве органического основани примен ют триметиламин, диметиланилин, пиридин и др.Trimethylamine, dimethylaniline, pyridine and others are used as the organic base.
Пример 1. К раствору 2,06 г (0,01 моль) 1-фенил-3-метил-5-оксигидантоина в 30 мл тетрагидрофурана при 20-21° С прибавл ют 1,09 г (0,01 моль) этплхлоркарбоната и по капл м 1,0 г (0,01 моль) триэтиламина. Температура реакционной смеси быстро растет до 35° С и выпадает белый осадок сол нокислого триэтиламина. Перемешивают 15- 20 мин, пока температура реакционной смеси не достигнет 20° С. Осадок отфильтровывают, Example 1. To a solution of 2.06 g (0.01 mol) of 1-phenyl-3-methyl-5-oxyhydantoin in 30 ml of tetrahydrofuran at 20-21 ° C was added 1.09 g (0.01 mol) of propyl chlorocarbonate and dropwise 1.0 g (0.01 mol) of triethylamine. The temperature of the reaction mixture quickly rises to 35 ° C and a white precipitate of triethylamine hydrochloride falls out. Stir for 15-20 minutes until the temperature of the reaction mixture reaches 20 ° C. The precipitate is filtered,
5 промывают серным эфиром (20 мл}, маточник упаривают в вакууме водоструйного насоса . Остаток кристаллизуетс . Получено 2,6 г (93,5% от теоретического) 0-этил-карбоната 1-фенил-3-метил-5-оксигндантоина с 5 is washed with sulfuric ether (20 ml}, the mother liquor is evaporated in a water-jet pump vacuum. The residue crystallizes. 2.6 g (93.5% of theoretical) of 1-phenyl-3-methyl-5-oxygndantoin 0-ethyl carbonate are obtained.
0 т. пл. 89-90° С (метанол + петролейиый эфир).0 t. Pl. 89-90 ° C (methanol + petroleum ether).
Найдено, %: С 55.85; 56,19; Н 5,16; 5,07; N 10,26; 10,32.Found,%: C 55.85; 56.19; H 5.16; 5.07; N 10.26; 10.32.
С.зНиМгОз.S.zNiMgOz.
Вычислено, %: С 56,11; Н 5,07; N 10,07.Calculated,%: C 56.11; H 5.07; N 10.07.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU1411318A SU333836A1 (en) | 1970-03-04 | 1970-03-04 | Method for preparing hydantoin derivatives of carbonic or thiogolic acid esters |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SU1411318A SU333836A1 (en) | 1970-03-04 | 1970-03-04 | Method for preparing hydantoin derivatives of carbonic or thiogolic acid esters |
Publications (1)
Publication Number | Publication Date |
---|---|
SU333836A1 true SU333836A1 (en) | 1975-06-25 |
Family
ID=20450556
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU1411318A SU333836A1 (en) | 1970-03-04 | 1970-03-04 | Method for preparing hydantoin derivatives of carbonic or thiogolic acid esters |
Country Status (1)
Country | Link |
---|---|
SU (1) | SU333836A1 (en) |
-
1970
- 1970-03-04 SU SU1411318A patent/SU333836A1/en active
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