SU47695A1 - Method for isolating 4-nitro-2-aminotoluene - Google Patents
Method for isolating 4-nitro-2-aminotolueneInfo
- Publication number
- SU47695A1 SU47695A1 SU178822A SU178822A SU47695A1 SU 47695 A1 SU47695 A1 SU 47695A1 SU 178822 A SU178822 A SU 178822A SU 178822 A SU178822 A SU 178822A SU 47695 A1 SU47695 A1 SU 47695A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- aminotoluene
- nitro
- isolating
- naphthalene
- amount
- Prior art date
Links
- DSBIJCMXAIKKKI-UHFFFAOYSA-N 5-nitro-o-toluidine Chemical compound CC1=CC=C([N+]([O-])=O)C=C1N DSBIJCMXAIKKKI-UHFFFAOYSA-N 0.000 title description 4
- 238000000034 method Methods 0.000 title description 3
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 8
- 150000001412 amines Chemical class 0.000 description 5
- 239000012452 mother liquor Substances 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- HFCFJYRLBAANKN-UHFFFAOYSA-N 2-methyl-3-nitroaniline Chemical compound CC1=C(N)C=CC=C1[N+]([O-])=O HFCFJYRLBAANKN-UHFFFAOYSA-N 0.000 description 1
- XTTIQGSLJBWVIV-UHFFFAOYSA-N 2-methyl-4-nitroaniline Chemical compound CC1=CC([N+]([O-])=O)=CC=C1N XTTIQGSLJBWVIV-UHFFFAOYSA-N 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- QFCSRGLEMDRBMN-UHFFFAOYSA-N n-(2-methylphenyl)nitramide Chemical compound CC1=CC=CC=C1N[N+]([O-])=O QFCSRGLEMDRBMN-UHFFFAOYSA-N 0.000 description 1
- OCAAQQIPYFCKIK-UHFFFAOYSA-N nitro(phenyl)methanamine Chemical compound [O-][N+](=O)C(N)C1=CC=CC=C1 OCAAQQIPYFCKIK-UHFFFAOYSA-N 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
При обычных, описанных в литературе или разработанных на заводах, способах получени 4-нитро-2-аминотолуола из 0-толуидина выход продукта составл ет от 40 до 70% теоретического, так что не меньше 30% тер етс в кислом маточном растворе, в котором, в виде примесей, содержатс , веро тно, 6-нитро-2-аминотолуол и 5-нитро-2-аминотолуол .In conventional methods for preparing 4-nitro-2-aminotoluene from 0-toluidine, described in the literature or developed in factories, the product yields from 40 to 70% of theoretical, so that no less than 30% is lost in the acidic mother liquor, in which Probably 6-nitro-2-aminotoluene and 5-nitro-2-aminotoluene are present as impurities.
Предлагаетс , определив диазотированием количество оставшегос в маточном растворе амина, добавить эквивалентное количество р-сульфокислоты нафталина или ее соли в виде 7-10%-го раствора, При размешивании на холоду выпадает соль составаIt is proposed, after determining the amount of amine remaining in the mother liquor by determining by diazotization, to add an equivalent amount of naphthalene p-sulfonic acid or its salt in the form of a 7-10% solution. When stirring in the cold, the salt
-СНз ЗОзН-МН /Х- SNZ ZOZN-MN / X
N02 N02
которую отфильтровывают на нутчфильтре и, после слабого промывани или отжимани , смешивают с 10-15кратным количеством воды при небольшом нагревании, разлагают содой, добавл последнюю до некоторого избытка , В растворе содержитс натрова соль р-сульфокислоты нафталина (котора может быть использована дл следуюшего осаждени ), а осадок пред (120)which is filtered on a suction filter and, after gentle washing or pressing, mixed with 10-15 times the amount of water with a little heating, decomposed with soda, adding the latter to some excess, The solution contains the sodium salt of p-sulfonic acid naphthalene (which can be used for the next precipitation) , and sediment before (120)
ставл ет собою достаточно чистый 4нитро-2-аминотолуол .is a fairly pure 4nitro-2-aminotoluene.
Таким образом регенерируетс больша часть нитро - толуидина, так как общий выход выделенного в виде сульфата и сульфоната продукта достигает 90% теоретического.In this way, most of the nitro-toluidine is regenerated, since the total yield of the product isolated in the form of sulfate and sulfonate reaches 90% of the theoretical.
При таком способе можно работать и без поваренной соли (при больших потер х сульфата). Можно также, при большом разбавлении нитромассы, оставить весь продукт в растворе, откуда он выдел етс необходимым количеством р - сульфокислоты нафталина (при некотором недостатке последней полученный амин более чист). Вариант с выделением всего количества амина р-сульфо кислотой менее экономичен по сравнению с комбинированным осаждением в виде сульфата и сульфоната. Можно также вместо чистой р-сульфокислоты примен ть сульфомассу, полученную нагреванием в течение 4 часов при 165 смеси 110 частей нафталина со 100 ч. серной кислоты, в каковой смеси содержитс 65-70% р-сульфокислоты.With this method, it is possible to work without table salt (with large losses of sulfate). It is also possible, with a large dilution of nitromass, to leave the whole product in solution, from which it is released by the necessary amount of p-naphthalene sulfonic acid (with some lack of the latter, the resulting amine is more pure). The variant with the release of the total amount of amine p-sulphonic acid is less economical compared with the combined precipitation in the form of sulphate and sulphonate. Instead of pure p-sulphonic acid, it is also possible to use sulfomass obtained by heating for 4 hours at 165 a mixture of 110 parts of naphthalene with 100 parts of sulfuric acid, which contains 65-70% p-sulphonic acid.
Предмет изобретени .The subject matter of the invention.
Способ выделениа 4-нитро-2-аминотолуола из содержаш.их его маточных растворов, остающихс при полученииThe method of separation of 4-nitro-2-aminotoluene from the contents of their mother liquors remaining upon receipt
указанного нитро-аминотолуола из 0-толуидина , отличающийс тем, что в указанный маточный раствор ввод т р-нафталин-сульфокислоту в количестве, эквивалентном оставшемус в маточнике амину, отдел ют выпавшую нитро-сульфоаминовую соль нафталина и обрабатывают ее при нагревании водным раствором шелочи, например, соды, после чего отдел ют выпавший амин от раствора ш,елочной соли р-сульфокислоты нафталина.said nitro-aminotoluene from 0-toluidine, characterized in that p-naphthalene-sulfonic acid is introduced into said mother liquor in an amount equivalent to the amine remaining in the mother liquor; For example, soda, after which the precipitated amine is separated from the solution ω, the naphthalene p-sulfonic acid tree salt.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU178822A SU47695A1 (en) | 1935-10-22 | 1935-10-22 | Method for isolating 4-nitro-2-aminotoluene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU178822A SU47695A1 (en) | 1935-10-22 | 1935-10-22 | Method for isolating 4-nitro-2-aminotoluene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU47695A1 true SU47695A1 (en) | 1936-07-31 |
Family
ID=48360750
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU178822A SU47695A1 (en) | 1935-10-22 | 1935-10-22 | Method for isolating 4-nitro-2-aminotoluene |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU47695A1 (en) |
-
1935
- 1935-10-22 SU SU178822A patent/SU47695A1/en active
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