SU280487A1 - METHOD OF OBTAINING 4,41-DIAMINO-3,31-DIMETOXYDIPHENYLMETHANE - Google Patents
METHOD OF OBTAINING 4,41-DIAMINO-3,31-DIMETOXYDIPHENYLMETHANEInfo
- Publication number
- SU280487A1 SU280487A1 SU1140215A SU1140215A SU280487A1 SU 280487 A1 SU280487 A1 SU 280487A1 SU 1140215 A SU1140215 A SU 1140215A SU 1140215 A SU1140215 A SU 1140215A SU 280487 A1 SU280487 A1 SU 280487A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- obtaining
- dimetoxydiphenylmethane
- diamino
- water
- alcohol
- Prior art date
Links
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- VMPITZXILSNTON-UHFFFAOYSA-N O-Anisidine Chemical compound COC1=CC=CC=C1N VMPITZXILSNTON-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000034 method Methods 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 150000004984 aromatic diamines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
Description
Изобретение относитс к способу получени ароматических диаминов.This invention relates to a process for the preparation of aromatic diamines.
Оно может найти применение дл синтеза термостойких азотсодержаш,их полимеров.It can be used for the synthesis of heat-resistant nitrogen-containing polymers.
Известен способ получени 4,41-диамино3 ,3-диметоксидифенилметана из о-анизидина и формальдегида в ш,елочиой среде. Выход составл ет 60%.A known method for producing 4,41-diamino3, 3-dimethoxydiphenylmethane from o-anisidine and formaldehyde in an alkaline medium. The yield is 60%.
С целью упрощени нроцесса и увеличени выхода целевого продукта о-анизидин конденсируют с формальдегидом в присутствии концентрированной сол ной кислоты с иоследующнм выделением целевого продукта известным способом, например иутем перекристаллизации реакционной смеси из водно-спиртовой среды. Выход целевого продукта 90%.In order to simplify the process and increase the yield of the target product, o-anisidine is condensed with formaldehyde in the presence of concentrated hydrochloric acid with subsequent extraction of the target product in a known manner, for example, by recrystallizing the reaction mixture from an aqueous-alcoholic medium. The yield of the target product is 90%.
Пример. В четырехгорлую колбу, снабженную мешалкой, термометром, обратным холодильником и капельной воронкой, загружают 91 мл 30%-ной сол ной кислоты (0,75 моль, 200 мл дистиллированной воды и 256,3 г о-анизидина (2,1 моль). Смесь охлаждают до 6°С и при интенсивном неремешивании добавл ют 83,3 г (1 моль) 36%-ного раствора формальдегида так, чтобы температура нри добавлении не превышала 10°С.Example. 91 ml of 30% hydrochloric acid (0.75 mol, 200 ml of distilled water and 256.3 g of o-anisidine (2.1 mol) are loaded into a four-necked flask equipped with a stirrer, a thermometer, a reflux condenser and a dropping funnel. The mixture is cooled to 6 ° C and, with vigorous unmixing, 83.3 g (1 mol) of a 36% formaldehyde solution is added so that the temperature at the addition does not exceed 10 ° C.
кппепп . После двухчасового кипеии реакциоппую смесь нейтрализуют содой и отдел ют органический слой, который затем раствор ют в спирте и добавл ют воду (соотношение вода : спирт 2:1). Водно-спиртовой смеси берут столько, чтобы 1 г органического сло соответствовал 10 Л1л водно-спиртовой смеси.qepp. After two hours of boiling, the reaction mixture is neutralized with soda and the organic layer is separated, which is then dissolved in alcohol and water is added (water: alcohol ratio 2: 1). The water-alcohol mixture is taken so that 1 g of the organic layer corresponds to 10 L1 water-alcohol mixture.
Водпо-спиртовой раствор нагревают до кипени , добавл ют активироваппый уголь и фильтруют. Из отфильтрованного раствора выкристаллизовываетс 4,4-днамино-3,3-диметоксидифеиилметан . Выход 250 г (90%); т. пл. (из спирта) 100°С.The aqueous alcohol solution is heated to boiling, activated charcoal is added and filtered. 4,4-tamino-3,3-dimethoxydiphyl methane crystallizes out of the filtered solution. Yield 250 g (90%); m.p. (from alcohol) 100 ° C.
Иайдеио, %: С 69,76, И 6,89, N 10,83. CisnisNaOa.Iaideio,%: C 69.76, And 6.89, N 10.83. CisnisNaOa.
Вычислено, %: С 69,80 П 6,98 N 10,80.Calculated,%: C 69.80 P 6.98 N 10.80.
Предмет изобретени Subject invention
Способ получени 4,4-диамиио-3,31-диметоксидифенилметана путем конденсации о-анизиднна и формальдегида, отличающийс тем, что, с целью упрошени процесса и увеличени выхода целевого продукта, конденсацию провод т в присутствии концентрированной сол ной кислоты с последуюш,им выделением целевого продукта известным способом, нанрнмер нутем перекристаллизации реакционной смеси из водно-сииртовой среды.The method of obtaining 4,4-diamio-3,31-dimethoxydiphenylmethane by condensation of o-anisidine and formaldehyde, characterized in that, in order to simplify the process and increase the yield of the target product, the condensation is carried out in the presence of concentrated hydrochloric acid, followed by release the target product in a known manner, using a recrystallization of the reaction mixture from a water-sulfur medium.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU280487A1 true SU280487A1 (en) |
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