SU246529A1 - WAY OF OBTAINING DERIVATIVES 2-OXO-3,4-DIBROM-2,5- - Google Patents
WAY OF OBTAINING DERIVATIVES 2-OXO-3,4-DIBROM-2,5-Info
- Publication number
- SU246529A1 SU246529A1 SU1257322A SU1257322A SU246529A1 SU 246529 A1 SU246529 A1 SU 246529A1 SU 1257322 A SU1257322 A SU 1257322A SU 1257322 A SU1257322 A SU 1257322A SU 246529 A1 SU246529 A1 SU 246529A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- oxo
- dibrom
- way
- obtaining derivatives
- derivatives
- Prior art date
Links
- UIIMBOGNXHQVGW-UHFFFAOYSA-M NaHCO3 Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 6
- -1 bromo muconic acid Chemical compound 0.000 description 3
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 3
- 235000017557 sodium bicarbonate Nutrition 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- TXXHDPDFNKHHGW-CCAGOZQPSA-N Muconic acid Natural products OC(=O)\C=C/C=C\C(O)=O TXXHDPDFNKHHGW-CCAGOZQPSA-N 0.000 description 2
- LYGJENNIWJXYER-UHFFFAOYSA-N Nitromethane Chemical compound C[N+]([O-])=O LYGJENNIWJXYER-UHFFFAOYSA-N 0.000 description 2
- 230000000875 corresponding Effects 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- UBAYSWXSWXORAN-UHFFFAOYSA-N 3,4-dibromo-2H-furan-5-one Chemical class BrC1=C(Br)C(=O)OC1 UBAYSWXSWXORAN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Description
Изобретение относитс к области получени новых соединений, которые могут найти применение в синтезе биологически активных веществ .The invention relates to the field of obtaining new compounds that can be used in the synthesis of biologically active substances.
Предлагаетс способ получени новых производных 2-оксо-3,4-дибром-2,5-дигидрофурана формулыA method for the preparation of new 2-oxo-3,4-dibromo-2,5-dihydrofuran derivatives of the formula
Вг./ВРVG / BP
О/СООСаН ,O / SOOSaN,
где R -СН(СООС2Н5)2,-СН ;where R is -CH (COOC2H5) 2, -CH;
СОСН,Ssn,
-СП(СОСНз)2, -CH2NO2, заключающийс в том, что броммуконовую кислоту подвергают взаимодействию с соответствующим производным , содержащим активную метиленовую группу, в присутствии бикарбоната натри при температуре не выше 70°С с последующим выделением полученного продукта известным способом. Врем реакции мин. , Выход продукта 30-88%.-SP (COCH3) 2, -CH2NO2, which implies that bromo moonic acid is reacted with the corresponding derivative containing the active methylene group in the presence of sodium bicarbonate at a temperature not higher than 70 ° C, followed by isolation of the resulting product in a known manner. Reaction time min. The yield of the product is 30-88%.
Пример 20 г бикарбоната натри и 52 г броммуконовой кислоть раствор ют в 600 мл воды, прибавл ют 40 мл нитрометана и нагревают 5-10 мин до полного растворени нитрометана (температура не должна превыщать 70°С). Раствор охлаждают до 18-20°С,Example 20 g of sodium bicarbonate and 52 g of bromo muconic acid are dissolved in 600 ml of water, 40 ml of nitromethane are added and the mixture is heated for 5-10 minutes until the nitromethane is completely dissolved (the temperature should not exceed 70 ° C). The solution is cooled to 18-20 ° C.
прибавл ют 100 мл концентрированной сол ной кислоты и перекристаллизовывают из этилового спирта.100 ml of concentrated hydrochloric acid is added and recrystallized from ethyl alcohol.
Получают 53 г (88%) продукта с т. пл. 120-121 °С. ИКС VCD лактон 1778, Obtain 53 g (88%) of product with so pl. 120-121 ° C. ICS VCD Lactone 1778,
1611,Vj,.o 1568 сдг-1.1611, Vj, .o 1568 cdg-1.
Найдено, %: N4,56.Found,%: N4,56.
CgHsOiN.CgHsOiN.
Вычислено, %: N 4,67.Calculated,%: N 4.67.
Предмет изобретени Subject invention
Способ получени производных 2-оксо-3,4 .JIJ дибром-2,5-дигидрофурана формулыMethod for preparing 2-oxo-3,4. JIJ derivatives of dibromo-2,5-dihydrofuran of formula
Вг.Vg
ВгVg
о about
00
/СООС,Н5/ SOOS, H5
где R -СИ (СООСаНд) г, -СНwhere R is SI (SOOSaD) g, -CH
СОСН,Ssn,
-СН(СОСНз)2, -CHsNOa, отличающийс тем, -CH (COCH3) 2, -CHsNOa, characterized in
5 что броммуконовую кислоту подвергают взаимодействию , с соответствующим производным, содерл ащим активную метиленовую группу, в присутствии бикарбоната натри при температуре не выще 70°С с последующим выделением полученного продукта известным способом.5 that bromo muconic acid is reacted, with the corresponding derivative containing the active methylene group, in the presence of sodium bicarbonate at a temperature not higher than 70 ° C, followed by isolation of the resulting product in a known manner.
Publications (1)
Publication Number | Publication Date |
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SU246529A1 true SU246529A1 (en) |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109468332A (en) * | 2018-11-29 | 2019-03-15 | 上海交通大学 | Application of the 1,2 dioxygenase encoding gene of bromine catechol in synthesis 2- bromine muconic acid |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN109468332A (en) * | 2018-11-29 | 2019-03-15 | 上海交通大学 | Application of the 1,2 dioxygenase encoding gene of bromine catechol in synthesis 2- bromine muconic acid |
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