SU415261A1 - METHOD FOR OBTAINING 2-HALOGENPAPTALIN-1,4,5,8-TETRACARBONIC ACID BISIMID1 The invention relates to the production of new intermediate products, in particular 2-halo-naphthalene-1,4,5,8-tetracarbonic acid bisimide, which can be used in as biologically active preparations, and also as intermediates in the synthesis of dyes. A method is known for producing 2,6-dichloro-naphthalene tetracarboxylic acid bisimides by treating 2,6-dichloro-naphthalene tetracarboxylic acid with amines. Target products are not widely practiced and only recently have they been used in the production of blue dyes for dyeing polyester fiber in bulk. The proposed method, although based on the known reaction of the interaction of halogenaphthalene tetracarboxylic acids with amines, allows, however, to obtain new compounds on the basis of which better and cheaper dyes are obtained for chemical fibers. The method consists in the fact that 2-halogenated naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated with t primary aliphatic, alicyclic or aromatic amine in an organic acid medium, such as acetic acid, at 50-120 ° C, followed by separation of the target product by known techniques. Bisimides of 2-halogeno-naphthal-1,4,5,5-tetracarboxylic acid of the general formula 1015 are obtained. 9 g of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid dianhydride and 10 ml of 20 aniline are boiled for 3 hours in 135 ml of acetic acid, cooled, the precipitate is filtered off, washed with 20 ml of acetic acid and water, boil for 30 minutes in 100 ml of a 5% aqueous solution, draw, filter, wash are, su-25 chat. The yield of 2-chloronaphthalene-1,4,5,8-tetracarboxylic acid bisphenylimide is 11.7 g (95.3%). The product is obtained as small colorless needles that do not melt to 400 ° C. Found,%: N 6.48, 6.37; C1 7.93, 7.87.30 C2bN1zC1Y2O4. - Google Patents
METHOD FOR OBTAINING 2-HALOGENPAPTALIN-1,4,5,8-TETRACARBONIC ACID BISIMID1 The invention relates to the production of new intermediate products, in particular 2-halo-naphthalene-1,4,5,8-tetracarbonic acid bisimide, which can be used in as biologically active preparations, and also as intermediates in the synthesis of dyes. A method is known for producing 2,6-dichloro-naphthalene tetracarboxylic acid bisimides by treating 2,6-dichloro-naphthalene tetracarboxylic acid with amines. Target products are not widely practiced and only recently have they been used in the production of blue dyes for dyeing polyester fiber in bulk. The proposed method, although based on the known reaction of the interaction of halogenaphthalene tetracarboxylic acids with amines, allows, however, to obtain new compounds on the basis of which better and cheaper dyes are obtained for chemical fibers. The method consists in the fact that 2-halogenated naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated with t primary aliphatic, alicyclic or aromatic amine in an organic acid medium, such as acetic acid, at 50-120 ° C, followed by separation of the target product by known techniques. Bisimides of 2-halogeno-naphthal-1,4,5,5-tetracarboxylic acid of the general formula 1015 are obtained. 9 g of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid dianhydride and 10 ml of 20 aniline are boiled for 3 hours in 135 ml of acetic acid, cooled, the precipitate is filtered off, washed with 20 ml of acetic acid and water, boil for 30 minutes in 100 ml of a 5% aqueous solution, draw, filter, wash are, su-25 chat. The yield of 2-chloronaphthalene-1,4,5,8-tetracarboxylic acid bisphenylimide is 11.7 g (95.3%). The product is obtained as small colorless needles that do not melt to 400 ° C. Found,%: N 6.48, 6.37; C1 7.93, 7.87.30 C2bN1zC1Y2O4.Info
- Publication number
- SU415261A1 SU415261A1 SU1762555A SU1762555A SU415261A1 SU 415261 A1 SU415261 A1 SU 415261A1 SU 1762555 A SU1762555 A SU 1762555A SU 1762555 A SU1762555 A SU 1762555A SU 415261 A1 SU415261 A1 SU 415261A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- acid
- naphthalene
- tetracarboxylic acid
- tetracarboxylic
- dyes
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
Description
Вычислено, %: N 6,19; Cl 7,83.Calculated,%: N 6.19; Cl 7.83.
Пример 2. 8,3 г диангидрида 2-хлорнафталин-1 ,4,5,8-тетракарбоновой кислоты и 6,4 г моноэтаноламина кип т т 3 час в 130 мл уксусной кислоты, отгон ют уксусную кислоту, остаток выливают в воду, отфильтровывают осадок, промывают водой, сушат. Выход бисэтилоксиимида 2-хлорнафталин-1,4,5,8-тетракарбоновой кислоты 10,7 г (100%). ПродуктExample 2. 8.3 g of 2-chloro-naphthalen-1 dianhydride, 4,5,8-tetracarboxylic acid and 6.4 g of monoethanolamine are boiled for 3 hours in 130 ml of acetic acid, acetic acid is distilled off, the residue is poured into water, filtered off precipitate, washed with water, dried. The yield of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid bisethyloxyimide, 10.7 g (100%) Product
где R H, алкил, циклоалкил, арил, замещенный арил,where R H, alkyl, cycloalkyl, aryl, substituted aryl,
отличающийс тем, что, с целью расширени сырьевой базы производства красителей , 2-галогеннафталин-1,4,5,8-тетракарбоновую кислоту или ее диангидрид обрабатываютcharacterized in that, in order to expand the raw material base for the production of dyes, 2-halo-naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated
получают в виде мелких бесцветных игл, с т. пл. 148°С.receive in the form of small colorless needles, with t. pl. 148 ° C.
Найдено, %: N 7,28, 7,25; С1 9,28, 9,10.Found,%: N 7.28, 7.25; C1 9.28, 9.10.
CisHisClNsOe.CisHisClNsOe.
Вычислено, %: N 7,21; С1 9,12.Calculated,%: N 7.21; C1 9.12.
Предмет изобретени Subject invention
Способ получени бисимидов 2-галогеннафталин- ,4,5,8-тетракарбоновой кислоты общей формулыThe method of producing 2-halo-naphthalene-, 4,5,8-tetracarboxylic acid bis-imides with the general formula
001001
первичным алифатическим, алициклическим или ароматическим амином в среде органических кислот, например уксусной, при 50- 120°С с последующим выделением целевого продукта известными приемами.primary aliphatic, alicyclic or aromatic amine in the medium of organic acids, for example acetic acid, at 50-120 ° C, followed by separation of the target product by known methods.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1762555A SU415261A1 (en) | 1972-03-22 | 1972-03-22 | METHOD FOR OBTAINING 2-HALOGENPAPTALIN-1,4,5,8-TETRACARBONIC ACID BISIMID1 The invention relates to the production of new intermediate products, in particular 2-halo-naphthalene-1,4,5,8-tetracarbonic acid bisimide, which can be used in as biologically active preparations, and also as intermediates in the synthesis of dyes. A method is known for producing 2,6-dichloro-naphthalene tetracarboxylic acid bisimides by treating 2,6-dichloro-naphthalene tetracarboxylic acid with amines. Target products are not widely practiced and only recently have they been used in the production of blue dyes for dyeing polyester fiber in bulk. The proposed method, although based on the known reaction of the interaction of halogenaphthalene tetracarboxylic acids with amines, allows, however, to obtain new compounds on the basis of which better and cheaper dyes are obtained for chemical fibers. The method consists in the fact that 2-halogenated naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated with t primary aliphatic, alicyclic or aromatic amine in an organic acid medium, such as acetic acid, at 50-120 ° C, followed by separation of the target product by known techniques. Bisimides of 2-halogeno-naphthal-1,4,5,5-tetracarboxylic acid of the general formula 1015 are obtained. 9 g of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid dianhydride and 10 ml of 20 aniline are boiled for 3 hours in 135 ml of acetic acid, cooled, the precipitate is filtered off, washed with 20 ml of acetic acid and water, boil for 30 minutes in 100 ml of a 5% aqueous solution, draw, filter, wash are, su-25 chat. The yield of 2-chloronaphthalene-1,4,5,8-tetracarboxylic acid bisphenylimide is 11.7 g (95.3%). The product is obtained as small colorless needles that do not melt to 400 ° C. Found,%: N 6.48, 6.37; C1 7.93, 7.87.30 C2bN1zC1Y2O4. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1762555A SU415261A1 (en) | 1972-03-22 | 1972-03-22 | METHOD FOR OBTAINING 2-HALOGENPAPTALIN-1,4,5,8-TETRACARBONIC ACID BISIMID1 The invention relates to the production of new intermediate products, in particular 2-halo-naphthalene-1,4,5,8-tetracarbonic acid bisimide, which can be used in as biologically active preparations, and also as intermediates in the synthesis of dyes. A method is known for producing 2,6-dichloro-naphthalene tetracarboxylic acid bisimides by treating 2,6-dichloro-naphthalene tetracarboxylic acid with amines. Target products are not widely practiced and only recently have they been used in the production of blue dyes for dyeing polyester fiber in bulk. The proposed method, although based on the known reaction of the interaction of halogenaphthalene tetracarboxylic acids with amines, allows, however, to obtain new compounds on the basis of which better and cheaper dyes are obtained for chemical fibers. The method consists in the fact that 2-halogenated naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated with t primary aliphatic, alicyclic or aromatic amine in an organic acid medium, such as acetic acid, at 50-120 ° C, followed by separation of the target product by known techniques. Bisimides of 2-halogeno-naphthal-1,4,5,5-tetracarboxylic acid of the general formula 1015 are obtained. 9 g of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid dianhydride and 10 ml of 20 aniline are boiled for 3 hours in 135 ml of acetic acid, cooled, the precipitate is filtered off, washed with 20 ml of acetic acid and water, boil for 30 minutes in 100 ml of a 5% aqueous solution, draw, filter, wash are, su-25 chat. The yield of 2-chloronaphthalene-1,4,5,8-tetracarboxylic acid bisphenylimide is 11.7 g (95.3%). The product is obtained as small colorless needles that do not melt to 400 ° C. Found,%: N 6.48, 6.37; C1 7.93, 7.87.30 C2bN1zC1Y2O4. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU415261A1 true SU415261A1 (en) | 1974-02-15 |
Family
ID=20507514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1762555A SU415261A1 (en) | 1972-03-22 | 1972-03-22 | METHOD FOR OBTAINING 2-HALOGENPAPTALIN-1,4,5,8-TETRACARBONIC ACID BISIMID1 The invention relates to the production of new intermediate products, in particular 2-halo-naphthalene-1,4,5,8-tetracarbonic acid bisimide, which can be used in as biologically active preparations, and also as intermediates in the synthesis of dyes. A method is known for producing 2,6-dichloro-naphthalene tetracarboxylic acid bisimides by treating 2,6-dichloro-naphthalene tetracarboxylic acid with amines. Target products are not widely practiced and only recently have they been used in the production of blue dyes for dyeing polyester fiber in bulk. The proposed method, although based on the known reaction of the interaction of halogenaphthalene tetracarboxylic acids with amines, allows, however, to obtain new compounds on the basis of which better and cheaper dyes are obtained for chemical fibers. The method consists in the fact that 2-halogenated naphthalene-1,4,5,8-tetracarboxylic acid or its dianhydride is treated with t primary aliphatic, alicyclic or aromatic amine in an organic acid medium, such as acetic acid, at 50-120 ° C, followed by separation of the target product by known techniques. Bisimides of 2-halogeno-naphthal-1,4,5,5-tetracarboxylic acid of the general formula 1015 are obtained. 9 g of 2-chloro-naphthalene-1,4,5,8-tetracarboxylic acid dianhydride and 10 ml of 20 aniline are boiled for 3 hours in 135 ml of acetic acid, cooled, the precipitate is filtered off, washed with 20 ml of acetic acid and water, boil for 30 minutes in 100 ml of a 5% aqueous solution, draw, filter, wash are, su-25 chat. The yield of 2-chloronaphthalene-1,4,5,8-tetracarboxylic acid bisphenylimide is 11.7 g (95.3%). The product is obtained as small colorless needles that do not melt to 400 ° C. Found,%: N 6.48, 6.37; C1 7.93, 7.87.30 C2bN1zC1Y2O4. |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU415261A1 (en) |
-
1972
- 1972-03-22 SU SU1762555A patent/SU415261A1/en active
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