SU517247A3 - The method of cleaning diarylamino - Google Patents
The method of cleaning diarylaminoInfo
- Publication number
- SU517247A3 SU517247A3 SU1769933A SU1769933A SU517247A3 SU 517247 A3 SU517247 A3 SU 517247A3 SU 1769933 A SU1769933 A SU 1769933A SU 1769933 A SU1769933 A SU 1769933A SU 517247 A3 SU517247 A3 SU 517247A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- diarylamino
- cleaning
- anhydride
- naphthylamine
- phthalic anhydride
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Изобретение относитс к способу очист ки диариламинов, используемых в органическом синтезе. Известен способ очистки диариламиновобшей формулы R -NH-R где одновременно OlOji/Rj-rO,L--J.-J ХХ v -XX от примеси моноариламина перекристаллизацией в сол ной кислоте в присутствии ак тивированного угл . Однако известный способ недостаточво эффективен (остаточное содержание мовоариламина не менее 0,ООО1%). Цель изобретени - повышение чистоты целевого продукта достигаетс тем, что диариламин нагревают с днкарбоноьой кислотой , ее ангидридом или хлс ангндридом. Содержание моноариламина в очишенном диарнламине менее 0,ООО1%. Целевой продукт может быть использован без отделени нетоксичного ацилироэ аннаго мовоариламина . Обычно используют кислоты, которые легко образуют циклические ангидривьг , и провод т реакцию при температуре не выше ЗОО С. Пример 1. Фенш1«- чаафтиламин, содержащий 0,002% fi - нафтиламина и 0,05% анилина, нагревают с 5 вес. % фталевого ангидрида при 25О С в течение 15 мин.Сьфецсодержит о,00001-0;ОО002% р-.-нафтиламина и О,ОО1-О,ОО2%анилина. П р и м е р 2. Фенил- р -нафтиламин, содержащий -нафтиламин, нагревакуг сThe invention relates to a process for the purification of diarylamines used in organic synthesis. There is a known method for purifying diarylamines of the general formula R —NH — R, where OlOji / Rj-rO, L is J.-J XX v -XX from monoarylamine impurity by recrystallization in hydrochloric acid in the presence of activated carbon. However, the known method is insufficiently effective (residual content of movoyarylamine not less than 0, OOO1%). The purpose of the invention is to increase the purity of the target product by the fact that the diarylamine is heated with dicarbonic acid, its anhydride or hls anhydride. The content of monoarylamine in the purified diarnamine less than 0, OOO1%. The desired product can be used without separating the non-toxic acilyroe of annego movoyarylamine. Usually, acids that easily form cyclic anhydrivium are used, and the reaction is carried out at a temperature not higher than ZOO C. Example 1. Fensh1 " % phthalic anhydride at 25 ° C for 15 minutes. The content contains o, 00001-0; OO002% of p-naphthylamine and O, OO1-O, OO2% aniline. PRI mme R 2. Phenyl-p-naphtylamine containing-naphthylamine, heating with
кислотой в н ее фувкциова ьным произвосн ным прв в течение 15 мин н опре дел ют остаточное сопержанве j)-нафтипамнва с помощью газожвдкостной хроматографвв . . Получеввые дайные првведевы в табогёце.acid in its fuvktsiovy ppv production for 15 minutes and determine the residual conjugate of j) naphtham using gas-chromatographic chromatographs. . The best day products in Tabogyotz.
66
Продолжение таблицыTable continuation
П р и м е р 3. Фенил- Д,-41афтиламнн, содержащий 0,ОО41% анилина и 0,0б85% d, -нафтиламина, нагревают с 1 вес. % фталевого ангидрида при 25О°с в азоте. Полученный продукт содержит 0,ОО06% анилина и 0,0009 ( -нафтиламина.PRI me R 3. Phenyl-D, -41 naphthylamine, containing 0, OO41% aniline, and 0.0b85% d, -naphthylamine, are heated with 1 wt. % phthalic anhydride at 25 ° C in nitrogen. The resulting product contains 0, OO06% aniline and 0,0009 (naphthylamine.
В примерах 4-6 гфовод т опыт, как в примере 3.In examples 4-6, the experiment is carried out as in example 3.
П р и м е р 4. (Изопропиламино )-дифениламин, содержащий 0,32% 4-аминодифешшамина, после нагревани с 3 вес. % фталевого ангидрида содержит О,ОЗЗ% 4« минодифенш1амш1а.EXAMPLE 4 (Isopropylamino) -diphenylamine, containing 0.32% of 4-aminodipheschamine, after heating from 3 wt. % phthalic anhydride contains O, OZZ% 4 "minodifentshamsha.
Примерб. К 4- М-(1,3-димети бутиламйно )-дифениламину, содержащему 0,681% 4.-аминодифенш1амина, добавл ют .5 вес. % фталевого ангидрида и получают продукт, содержащий 0,055% 4-аминодифениламина .Example To 4-M- (1,3-dimeti butylamino) -diphenylamine containing 0.681% 4.-aminodiphenshlamina, add .5 wt. % phthalic anhydride and get a product containing 0,055% 4-aminodiphenylamine.
П р и м е р 6. При использовании 3 вес.% фталевого ангидрида, содержание анилина в 1Я,Н-дифенил-п-фенипендиамине уменьшаетс с О,О4 до 0,0008%.EXAMPLE 6 When using 3 wt.% Phthalic anhydride, the content of aniline in 1N, H-diphenyl-p-phenipandiamine is reduced from O, O4 to 0.0008%.
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB894171A GB1385474A (en) | 1971-04-07 | 1971-04-07 | Process for reducing the primary amine content of diarylamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU517247A3 true SU517247A3 (en) | 1976-06-05 |
Family
ID=9862283
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1769933A SU517247A3 (en) | 1971-04-07 | 1972-04-06 | The method of cleaning diarylamino |
Country Status (14)
| Country | Link |
|---|---|
| AR (1) | AR192241A1 (en) |
| AU (1) | AU463392B2 (en) |
| BE (1) | BE781853A (en) |
| BR (2) | BR7201991D0 (en) |
| CA (1) | CA1011344A (en) |
| CS (1) | CS166811B2 (en) |
| DD (1) | DD99353A5 (en) |
| DE (1) | DE2215734B2 (en) |
| FR (1) | FR2136204A5 (en) |
| GB (1) | GB1385474A (en) |
| IT (1) | IT965044B (en) |
| NL (1) | NL7204515A (en) |
| SU (1) | SU517247A3 (en) |
| ZA (1) | ZA722064B (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB792830A (en) * | 1955-03-08 | 1958-04-02 | Leda Chemicals Ltd | Method of separating aromatic secondary amines from mixtures of aromatic primary and secondary amines |
-
1971
- 1971-04-07 GB GB894171A patent/GB1385474A/en not_active Expired
-
1972
- 1972-03-27 ZA ZA722064A patent/ZA722064B/en unknown
- 1972-03-30 AU AU40614/72A patent/AU463392B2/en not_active Expired
- 1972-03-30 DE DE19722215734 patent/DE2215734B2/en active Granted
- 1972-03-31 IT IT2274672A patent/IT965044B/en active
- 1972-04-04 CS CS223572A patent/CS166811B2/cs unknown
- 1972-04-05 NL NL7204515A patent/NL7204515A/xx not_active Application Discontinuation
- 1972-04-05 BR BR199172A patent/BR7201991D0/en unknown
- 1972-04-05 BR BR119172A patent/BR7201191D0/en unknown
- 1972-04-06 SU SU1769933A patent/SU517247A3/en active
- 1972-04-06 AR AR24133872A patent/AR192241A1/en active
- 1972-04-06 FR FR7212079A patent/FR2136204A5/fr not_active Expired
- 1972-04-07 BE BE781853A patent/BE781853A/en unknown
- 1972-04-07 DD DD16213472A patent/DD99353A5/xx unknown
- 1972-04-07 CA CA139,255A patent/CA1011344A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA1011344A (en) | 1977-05-31 |
| ZA722064B (en) | 1973-01-31 |
| GB1385474A (en) | 1975-02-26 |
| AR192241A1 (en) | 1973-02-08 |
| BR7201191D0 (en) | 1973-06-21 |
| FR2136204A5 (en) | 1972-12-22 |
| NL7204515A (en) | 1972-10-10 |
| AU4061472A (en) | 1973-10-04 |
| DE2215734C3 (en) | 1989-10-12 |
| DE2215734A1 (en) | 1972-10-19 |
| DD99353A5 (en) | 1973-08-05 |
| DE2215734B2 (en) | 1980-03-27 |
| BR7201991D0 (en) | 1974-10-29 |
| BE781853A (en) | 1972-10-09 |
| CS166811B2 (en) | 1976-03-29 |
| IT965044B (en) | 1974-01-31 |
| AU463392B2 (en) | 1975-07-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2160841A (en) | Thermal dehydration of aliphatic acids | |
| SU517247A3 (en) | The method of cleaning diarylamino | |
| US2578526A (en) | Pyrrolidine compounds and method for preparing same | |
| US2806856A (en) | Purification of pyrrolidone | |
| GB1155018A (en) | Acyloxy Thiazolidine Compounds and process for their Manufacture | |
| Hamdan et al. | Synthesis of 1-Substituted Pyrrole-3-carboxaldehydes | |
| GB1294432A (en) | Purification of carboxylic acid streams | |
| RU94046102A (en) | Process for preparing aromatic carboxylic acid and set-up for carrying it into effect | |
| Sheehan et al. | Syntheses and Reactions of Acyclic N, N-Diacylglycines | |
| GB1136026A (en) | Preparation of nitrodiarylamines | |
| US2848478A (en) | 3-hydrocarbo-2-cyclobutene-1, 2-dicarboxylic acids and their preparation | |
| GB1004131A (en) | Reclamation of succinic and/or glutaric acid from chemical process streams | |
| US4533735A (en) | Process for preparing antibacterial compounds | |
| US3445530A (en) | Nitroso compounds and processes for their production | |
| US1541176A (en) | Process for the manufacture of styrol or its homologues | |
| US3812137A (en) | Catalytic production of aniline and other amines from carboxylic acids and ammonia | |
| US2985665A (en) | Purification of phthalic anhydride | |
| SU440370A1 (en) | The method of obtaining - (-carboxymethyl) -imide cyclic orthodicarboxylic acid | |
| SU435239A1 (en) | A method for producing quinoline alkyl derivatives. The invention relates to a method for producing quinoline alkyl derivatives of the general formula where RI is alkyl; R2 is hydrogen or alkyl, and alkyl RI contains one carbon atom more than alkyl Rs, which are used in the chemical industry. Known methods for producing alkyl derivatives of quinoline by reacting anilines with carbonyl-containing compounds (for example, aldehydes, ketones) in the presence of various condensates , their and yush oxide, their agents require the use of hard-to-reach starting materials. The purpose of the invention — to improve the process technology — is achieved by the fact that a mixture of nitrobenzene and aliphatic alcohol of the general formula ROH, where R is Cz — Ce-alkyl, passed through an industrial vanadium catalyst (B-3) at 320–360 ° C, followed by isolation of the target product by known methods.5 Irimer 1. Synthesis of 2-methylquinoline (quinaldine). A mixture of 13 ml of nitrobenzene and 14 ml of ethyl alcohol is passed through a B-3 vanadium catalyst heated to 320 ° C, but partially activated by hydrogen for 1 hour at 350–380 ° C. An oily layer is separated from the catalyzate consisting of two layers, distilled, and 4.6 ml (35%) quinaldine are obtained, i.e. bale. 246-249 ° C, so pl. picra-15 and 191–192 ° C. Found,%: N 9.92; 10,13.CioHgN. Calculated,%: N 9.79. In Examples 2-5, tabulated, 20 experiments were carried out, as in Example 1, using in each case 13 ml of nitrobenzene and different amounts of alcohols and skips the reaction mixture is heated to a certain temperature vanadium catalyst B-3. 25 The results are shown in the table. | |
| US3720702A (en) | Partial reduction of phthalonitriles | |
| US1953231A (en) | Production of monocarboxylic acids and their derivatives | |
| ES392575A1 (en) | Recovery of doxycycline and products thereof | |
| US3681446A (en) | Process for the production of para-chloro-benzoic acid | |
| JP3443583B2 (en) | Method for producing cis-2,6-dimethylpiperazine | |
| SU416356A1 (en) | METHOD OF OBTAINING 8- (p-ALKILTIO) ETOXYCHINOLINES |