CN111072514A - 一种3-乙酰氨基-n,n-二乙酰氧乙基苯胺的制备方法 - Google Patents
一种3-乙酰氨基-n,n-二乙酰氧乙基苯胺的制备方法 Download PDFInfo
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- CN111072514A CN111072514A CN201911417538.1A CN201911417538A CN111072514A CN 111072514 A CN111072514 A CN 111072514A CN 201911417538 A CN201911417538 A CN 201911417538A CN 111072514 A CN111072514 A CN 111072514A
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- China
- Prior art keywords
- reaction
- mother liquor
- diacetoxyethylaniline
- acetamido
- temperature
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- BIUJUQPNUIACCY-UHFFFAOYSA-N (3-acetamido-n-acetyloxy-2-ethylanilino) acetate Chemical compound CCC1=C(NC(C)=O)C=CC=C1N(OC(C)=O)OC(C)=O BIUJUQPNUIACCY-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 33
- 239000012452 mother liquor Substances 0.000 claims abstract description 33
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 27
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims abstract description 24
- 238000006243 chemical reaction Methods 0.000 claims abstract description 23
- 238000000034 method Methods 0.000 claims abstract description 18
- 238000010438 heat treatment Methods 0.000 claims abstract description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 16
- 238000001914 filtration Methods 0.000 claims abstract description 15
- 239000007788 liquid Substances 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 15
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000005886 esterification reaction Methods 0.000 claims abstract description 12
- 230000032050 esterification Effects 0.000 claims abstract description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 8
- 238000006386 neutralization reaction Methods 0.000 claims abstract description 7
- 238000011033 desalting Methods 0.000 claims abstract description 6
- NALDFXSDXQXFPL-UHFFFAOYSA-N (3-acetamidophenyl)azanium;chloride Chemical compound [Cl-].CC(=O)NC1=CC=CC([NH3+])=C1 NALDFXSDXQXFPL-UHFFFAOYSA-N 0.000 claims abstract description 5
- 230000003472 neutralizing effect Effects 0.000 claims abstract description 3
- 239000002351 wastewater Substances 0.000 abstract description 9
- 230000018044 dehydration Effects 0.000 abstract description 6
- 238000006297 dehydration reaction Methods 0.000 abstract description 6
- 238000004519 manufacturing process Methods 0.000 abstract description 6
- 238000001816 cooling Methods 0.000 abstract description 5
- 238000005265 energy consumption Methods 0.000 abstract description 4
- 235000011121 sodium hydroxide Nutrition 0.000 description 9
- 238000005070 sampling Methods 0.000 description 8
- 238000003756 stirring Methods 0.000 description 7
- 239000000543 intermediate Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 230000008878 coupling Effects 0.000 description 5
- 238000010168 coupling process Methods 0.000 description 5
- 238000005859 coupling reaction Methods 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 239000010979 ruby Substances 0.000 description 5
- 229910001750 ruby Inorganic materials 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000004821 distillation Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 3
- 238000004321 preservation Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- 238000004065 wastewater treatment Methods 0.000 description 2
- ZDORFLXCSSFUIE-UHFFFAOYSA-N 2-[n-(2-acetyloxyethyl)-4-[(2-chloro-4-nitrophenyl)diazenyl]-3-(propanoylamino)anilino]ethyl acetate Chemical compound CCC(=O)NC1=CC(N(CCOC(C)=O)CCOC(C)=O)=CC=C1N=NC1=CC=C([N+]([O-])=O)C=C1Cl ZDORFLXCSSFUIE-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000010612 desalination reaction Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- TUXJTJITXCHUEL-UHFFFAOYSA-N disperse red 11 Chemical compound C1=CC=C2C(=O)C3=C(N)C(OC)=CC(N)=C3C(=O)C2=C1 TUXJTJITXCHUEL-UHFFFAOYSA-N 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- PEMGGJDINLGTON-UHFFFAOYSA-N n-(3-aminophenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(N)=C1 PEMGGJDINLGTON-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000009270 solid waste treatment Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
Images
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (7)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911417538.1A CN111072514B (zh) | 2019-12-31 | 2019-12-31 | 一种3-乙酰氨基-n,n-二乙酰氧乙基苯胺的制备方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201911417538.1A CN111072514B (zh) | 2019-12-31 | 2019-12-31 | 一种3-乙酰氨基-n,n-二乙酰氧乙基苯胺的制备方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN111072514A true CN111072514A (zh) | 2020-04-28 |
| CN111072514B CN111072514B (zh) | 2022-04-08 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201911417538.1A Active CN111072514B (zh) | 2019-12-31 | 2019-12-31 | 一种3-乙酰氨基-n,n-二乙酰氧乙基苯胺的制备方法 |
Country Status (1)
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| CN (1) | CN111072514B (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113444019A (zh) * | 2021-08-02 | 2021-09-28 | 浙江闰土染料有限公司 | N-氰乙基-n-乙酰氧乙基苯胺的制备方法 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB447911A (en) * | 1934-11-26 | 1936-05-26 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of azo dyestuffs |
| CN104003899A (zh) * | 2014-06-05 | 2014-08-27 | 浙江洪翔化学工业有限公司 | 邻甲氧基-间乙酰氨基-n,n-二乙酰氧乙基苯胺的合成方法 |
| CN104710322A (zh) * | 2015-02-27 | 2015-06-17 | 宜兴市中正化工有限公司 | 一种红玉酯化液的合成方法 |
-
2019
- 2019-12-31 CN CN201911417538.1A patent/CN111072514B/zh active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB447911A (en) * | 1934-11-26 | 1936-05-26 | Ig Farbenindustrie Ag | Improvements in the manufacture and production of azo dyestuffs |
| CN104003899A (zh) * | 2014-06-05 | 2014-08-27 | 浙江洪翔化学工业有限公司 | 邻甲氧基-间乙酰氨基-n,n-二乙酰氧乙基苯胺的合成方法 |
| CN104710322A (zh) * | 2015-02-27 | 2015-06-17 | 宜兴市中正化工有限公司 | 一种红玉酯化液的合成方法 |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113444019A (zh) * | 2021-08-02 | 2021-09-28 | 浙江闰土染料有限公司 | N-氰乙基-n-乙酰氧乙基苯胺的制备方法 |
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| Publication number | Publication date |
|---|---|
| CN111072514B (zh) | 2022-04-08 |
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Effective date of registration: 20221026 Address after: 265600 Bei Gou Zhen Hai Run Lu, Penglai District, Penglai City, Yantai City, Shandong Province Patentee after: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee after: SHANGHAI ANOKY DIGITAL TECHNOLOGY Co.,Ltd. Patentee after: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee after: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee after: Yantai Shangyu Digital Technology Co.,Ltd. Patentee after: Shandong annuoqi Fine Chemical Co.,Ltd. Patentee after: Shandong anoqi Chemical Technology Research Co.,Ltd. Address before: 265601 Hairun Road, BEIGOU Town, Penglai City, Yantai City, Shandong Province Patentee before: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Patentee before: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee before: SHANGHAI ANOKY DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee before: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: Yantai Shangyu Digital Technology Co.,Ltd. Patentee before: Shandong annuoqi Fine Chemical Co.,Ltd. |
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| CP03 | Change of name, title or address |
Address after: 265600 Bei Gou Zhen Hai Run Lu, Penglai District, Penglai City, Yantai City, Shandong Province Patentee after: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Country or region after: China Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee after: Shanghai Annuoqi Material Technology Co.,Ltd. Patentee after: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee after: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee after: Yantai Shangyu Digital Technology Co.,Ltd. Patentee after: Shandong annuoqi Fine Chemical Co.,Ltd. Patentee after: Shandong anoqi Chemical Technology Research Co.,Ltd. Address before: 265600 Bei Gou Zhen Hai Run Lu, Penglai District, Penglai City, Yantai City, Shandong Province Patentee before: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Country or region before: China Patentee before: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee before: SHANGHAI ANOKY DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee before: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: Yantai Shangyu Digital Technology Co.,Ltd. Patentee before: Shandong annuoqi Fine Chemical Co.,Ltd. Patentee before: Shandong anoqi Chemical Technology Research Co.,Ltd. |
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Effective date of registration: 20240208 Address after: 265600 Bei Gou Zhen Hai Run Lu, Penglai District, Penglai City, Yantai City, Shandong Province Patentee after: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Country or region after: China Patentee after: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee after: Shanghai Annuoqi Material Technology Co.,Ltd. Patentee after: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee after: Shandong annuoqi Fine Chemical Co.,Ltd. Address before: 265600 Bei Gou Zhen Hai Run Lu, Penglai District, Penglai City, Yantai City, Shandong Province Patentee before: YANTAI ANOKY FINE CHEMICALS Co.,Ltd. Country or region before: China Patentee before: SHANGHAI ANOKY GROUP Co.,Ltd. Patentee before: Shanghai Annuoqi Material Technology Co.,Ltd. Patentee before: DONGYING ANOKY TEXTILE MATERIALS Co.,Ltd. Patentee before: SHANGHAI SHANGHU DIGITAL TECHNOLOGY Co.,Ltd. Patentee before: Yantai Shangyu Digital Technology Co.,Ltd. Patentee before: Shandong annuoqi Fine Chemical Co.,Ltd. Patentee before: Shandong anoqi Chemical Technology Research Co.,Ltd. |