CN1126735C - Synthetic method and use of 2-cyano-4-nitro-6-bromophenyl amine - Google Patents
Synthetic method and use of 2-cyano-4-nitro-6-bromophenyl amine Download PDFInfo
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- CN1126735C CN1126735C CN 01106584 CN01106584A CN1126735C CN 1126735 C CN1126735 C CN 1126735C CN 01106584 CN01106584 CN 01106584 CN 01106584 A CN01106584 A CN 01106584A CN 1126735 C CN1126735 C CN 1126735C
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- cyano
- nitro
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- aniline
- bromo aniline
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Abstract
The present invention discloses a synthesizing method and an application of 2-cyano-4-nitro-6-bromo aniline which is a dye intermediate. In the method, 2-cyano-4-nitroaniline as a raw material in diluted hydrochloric acid takes iodine in trace quantity as an initiating agent, is added in little excess bromine and is added with a given amount of Naocl at uniform temperature for continuing bromination reactions for obtaining tenderly yellow products; the yield is 99%, and the purity of the products is equal to or higher than 98%; the products conform to outlet product quality indexes. The utilization rate of bromine is enhanced 40% than normal, and the 2-cyano-4-nitro-6-bromo aniline can be used for carrying out coupling reactions with various kinds of arylamine and derivants thereof, phenols and derivants thereof for obtaining dispersed dyes with different colors and color light and has the advantages of high dyeing intensity, good fastness, no toxicity in products, no environment pollution and obvious economic benefit.
Description
The present invention relates to the synthetic method and the purposes of 2 cyano 4 nitro 6 bromo aniline.
In the prior art, the intermediate of synthetic dispersed dye has many kinds, but the manufacturing cost that these dyestuff intermediates have is higher, and the dispersed dye intensity that synthesizes that has is lower, and fastness is relatively poor.
The synthetic of 2 cyano 4 nitro 6 bromo aniline can 2 cyano 4 nitro aniline be that raw material gets through bromination.General bromination, the utilization ratio of molecular bromine has only 50% to be Br
+, and second half Br
-From waste water, run off (compiling " Experiment of Organic Chemistry " P134 " preparation of bromobenzene ") referring to Lanzhou University, Fudan University 1994.4.Thereby its manufacturing cost is higher.
Purpose of the present invention just provides the method and the purposes of a kind of more cheap Synthetic 2-cyano group-4-nitro-6-bromaniline, with the 2 cyano 4 nitro 6 bromo aniline is that dyestuff intermediate can synthesize that intensity is higher, fastness dispersed dye preferably.
Technical scheme provided by the invention is: the synthetic method of 2 cyano 4 nitro 6 bromo aniline adds the raw material 2 cyano 4 nitro aniline in the acidic aqueous solution, and adds micro-initiator iodine (I
2), drip excessive slightly bromine again, under 35～40 ℃ of stirrings, add reactive chlorine and be no less than 5.2% NaOCl solution, make Br
-Become Br
+Continue to participate in bromination reaction, filter to reaction postcooling to the room temperature that finishes, the washing product is to PH=7～8 and oven dry, bright yellow product 2 cyano 4 nitro 6 bromo aniline, M.P.188～189 ℃, productive rate reaches 99%, product purity 〉=98%.
The reaction formula of above-mentioned chemical reaction is:
2 cyano 4 nitro 6 bromo aniline of the present invention is as dyestuff intermediate, can obtain that intensity height, fastness are good with multiple arylamine and derivative, phenol and derivative linked reaction, color, the different dispersed dye of coloured light.
The present invention carries out in acidic aqueous solution, promptly uses water as dispersion agent, nontoxicity, safe and reliable, and the reaction conditions gentleness is easy to control, consumes energy is few, and the reaction times is short, can finish in about 1 hour; Adopt the NaOCl oxygenant can not participate in the Br of reaction
-Be transformed into Br
+And participate in reaction, thereby make the more expensive Br of price
2Utilization ratio reach more than 90%, the bromine utilization ratio of normal bromination reaction has improved 40%, thereby the product cost that the present invention makes is low; Productive rate of the present invention is up to 99%, and basic unharmful substance helps environment protection in the waste water, and good product quality is analyzed content 〉=98% through HPLC.
Embodiment: in the there-necked flask that band stirs, add 16.3 gram 2 cyano 4 nitro anilines, 150 ml waters, 6 milliliters of hydrochloric acid, micro iodine I
2, after question response causes, drip 12 gram bromine liquid in 10 minutes, stir half an hour down at 35～40 ℃, add 120 milliliters of NaOCl solution (reactive chlorine is no less than 5.2%) again, restir half an hour, be cooled to room temperature, filter washing product twice, oven dry is with bright yellow 2 cyano 4 nitro 6 bromo aniline 24 grams, productive rate 99%, 188～189 ℃ of fusing points, high pressure liquid chromatography (HPLC) is analyzed, and content 〉=98% meets the requirement of exported product quality index.
Claims (2)
1, the synthetic method of 2 cyano 4 nitro 6 bromo aniline adds the raw material 2 cyano 4 nitro aniline in the dilute hydrochloric acid, and adds micro-initiator I
2, drip excessive slightly bromine again, under 35～40 ℃ of stirrings, add reactive chlorine and be no less than 5.2% NaOCl solution, make Br
-Be oxidized to Br
+Proceed bromination reaction, be cooled to room temperature then, filter, wash product to PH=7～8, oven dry gets bright yellow product 2 cyano 4 nitro 6 bromo aniline.
2, the described 2 cyano 4 nitro 6 bromo aniline of claim 1 is as dyestuff intermediate, can obtain color, the different dispersed dye of coloured light with multiple arylamine and derivative, phenol and derivative linked reaction.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01106584 CN1126735C (en) | 2001-03-30 | 2001-03-30 | Synthetic method and use of 2-cyano-4-nitro-6-bromophenyl amine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 01106584 CN1126735C (en) | 2001-03-30 | 2001-03-30 | Synthetic method and use of 2-cyano-4-nitro-6-bromophenyl amine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1314343A CN1314343A (en) | 2001-09-26 |
| CN1126735C true CN1126735C (en) | 2003-11-05 |
Family
ID=4655577
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 01106584 Expired - Fee Related CN1126735C (en) | 2001-03-30 | 2001-03-30 | Synthetic method and use of 2-cyano-4-nitro-6-bromophenyl amine |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1126735C (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101838174B (en) * | 2010-04-21 | 2012-11-07 | 浙江长征化工有限公司 | Preparation method of bromo-nitroaniline dye stuff intermediate |
| CN102146043A (en) * | 2011-01-18 | 2011-08-10 | 浙江山峪染料化工有限公司 | Method for recycling wastewater generated in process of producing 2,6-dibromo-4-methylaniline by substitution method |
-
2001
- 2001-03-30 CN CN 01106584 patent/CN1126735C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1314343A (en) | 2001-09-26 |
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