CN102101841B - 一种2-氯-4-氨基吡啶的合成制备方法 - Google Patents
一种2-氯-4-氨基吡啶的合成制备方法 Download PDFInfo
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- CN102101841B CN102101841B CN 201010573658 CN201010573658A CN102101841B CN 102101841 B CN102101841 B CN 102101841B CN 201010573658 CN201010573658 CN 201010573658 CN 201010573658 A CN201010573658 A CN 201010573658A CN 102101841 B CN102101841 B CN 102101841B
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- BLBDTBCGPHPIJK-UHFFFAOYSA-N 4-Amino-2-chloropyridine Chemical compound NC1=CC=NC(Cl)=C1 BLBDTBCGPHPIJK-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 238000000034 method Methods 0.000 title abstract description 8
- 238000003786 synthesis reaction Methods 0.000 title description 3
- 230000015572 biosynthetic process Effects 0.000 title description 2
- 238000006243 chemical reaction Methods 0.000 claims abstract description 52
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims abstract description 33
- 230000002194 synthesizing effect Effects 0.000 claims abstract description 25
- 239000002994 raw material Substances 0.000 claims abstract description 19
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 24
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 24
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- OKDGRDCXVWSXDC-UHFFFAOYSA-N 2-chloropyridine Chemical compound ClC1=CC=CC=N1 OKDGRDCXVWSXDC-UHFFFAOYSA-N 0.000 claims description 15
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 12
- LIEPVGBDUYKPLC-UHFFFAOYSA-N 2-chloro-4-nitropyridine Chemical compound [O-][N+](=O)C1=CC=NC(Cl)=C1 LIEPVGBDUYKPLC-UHFFFAOYSA-N 0.000 claims description 11
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 8
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 claims description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 6
- 238000010792 warming Methods 0.000 claims description 6
- 230000003647 oxidation Effects 0.000 claims description 5
- 238000007254 oxidation reaction Methods 0.000 claims description 5
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 4
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims description 4
- 235000010288 sodium nitrite Nutrition 0.000 claims description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 claims description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 3
- 229960000583 acetic acid Drugs 0.000 claims description 3
- 239000012295 chemical reaction liquid Substances 0.000 claims description 3
- 238000001035 drying Methods 0.000 claims description 3
- 239000012362 glacial acetic acid Substances 0.000 claims description 3
- 230000007062 hydrolysis Effects 0.000 claims description 3
- 238000006460 hydrolysis reaction Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000012044 organic layer Substances 0.000 claims description 3
- 238000001953 recrystallisation Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims description 3
- 238000000605 extraction Methods 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 235000002639 sodium chloride Nutrition 0.000 claims description 2
- 239000011780 sodium chloride Substances 0.000 claims description 2
- 230000001105 regulatory effect Effects 0.000 claims 1
- HIJRXNQLKHXJJL-UHFFFAOYSA-N [N]=O.NC1=NC=CC=C1 Chemical compound [N]=O.NC1=NC=CC=C1 HIJRXNQLKHXJJL-UHFFFAOYSA-N 0.000 abstract 2
- ZBISEHBMSFNGLH-UHFFFAOYSA-N [N]=O.C(C)(=O)NC1=NC=CC=C1 Chemical compound [N]=O.C(C)(=O)NC1=NC=CC=C1 ZBISEHBMSFNGLH-UHFFFAOYSA-N 0.000 abstract 1
- PVFVMWMNOWOSIO-UHFFFAOYSA-N [N]=O.ClC1=NC=CC(=C1)[N+](=O)[O-] Chemical compound [N]=O.ClC1=NC=CC(=C1)[N+](=O)[O-] PVFVMWMNOWOSIO-UHFFFAOYSA-N 0.000 abstract 1
- QROKOTBWFZITJZ-UHFFFAOYSA-N n-pyridin-2-ylacetamide Chemical compound CC(=O)NC1=CC=CC=N1 QROKOTBWFZITJZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 10
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical compound NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 description 1
- QRXBTPFMCTXCRD-UHFFFAOYSA-N 2-chloropyridine-4-carbonitrile Chemical compound ClC1=CC(C#N)=CC=N1 QRXBTPFMCTXCRD-UHFFFAOYSA-N 0.000 description 1
- 235000009436 Actinidia deliciosa Nutrition 0.000 description 1
- 244000298697 Actinidia deliciosa Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 206010020649 Hyperkeratosis Diseases 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 235000009754 Vitis X bourquina Nutrition 0.000 description 1
- 235000012333 Vitis X labruscana Nutrition 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- -1 contains: 2 Chemical compound 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000000763 evoking effect Effects 0.000 description 1
- GPXLRLUVLMHHIK-UHFFFAOYSA-N forchlorfenuron Chemical compound C1=NC(Cl)=CC(NC(=O)NC=2C=CC=CC=2)=C1 GPXLRLUVLMHHIK-UHFFFAOYSA-N 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- 230000007226 seed germination Effects 0.000 description 1
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- Pyridine Compounds (AREA)
Abstract
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Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN 201010573658 CN102101841B (zh) | 2010-12-06 | 2010-12-06 | 一种2-氯-4-氨基吡啶的合成制备方法 |
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CN 201010573658 CN102101841B (zh) | 2010-12-06 | 2010-12-06 | 一种2-氯-4-氨基吡啶的合成制备方法 |
Publications (2)
Publication Number | Publication Date |
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CN102101841A CN102101841A (zh) | 2011-06-22 |
CN102101841B true CN102101841B (zh) | 2013-04-03 |
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CN 201010573658 Expired - Fee Related CN102101841B (zh) | 2010-12-06 | 2010-12-06 | 一种2-氯-4-氨基吡啶的合成制备方法 |
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Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
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JP6377334B2 (ja) * | 2013-10-25 | 2018-08-22 | 東洋鋼鈑株式会社 | 非線形光学色素、フォトリフラクティブ材料組成物、フォトリフラクティブ基材およびホログラム記録媒体 |
CN104974085A (zh) * | 2015-07-24 | 2015-10-14 | 陈吉美 | 一种2-氯-4-氨基吡啶的制备方法 |
CN107759514A (zh) * | 2017-10-26 | 2018-03-06 | 苏州盖德精细材料有限公司 | 一种2‑氨基‑5‑氟吡啶的制备方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010027500A1 (en) * | 2008-09-08 | 2010-03-11 | Signal Pharmaceuticals, Llc | Aminotriazolopyridines and their use as kinase inhibitors |
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2010
- 2010-12-06 CN CN 201010573658 patent/CN102101841B/zh not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2010027500A1 (en) * | 2008-09-08 | 2010-03-11 | Signal Pharmaceuticals, Llc | Aminotriazolopyridines and their use as kinase inhibitors |
Non-Patent Citations (1)
Title |
---|
边庆花 等.2-氯-4-氨基吡啶的合成.《化学试剂》.2004,234-236. * |
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CN102101841A (zh) | 2011-06-22 |
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Owner name: ZHOU YULIAN Free format text: FORMER OWNER: ZHANGJIAGANG TIANYOU NEW MATERIAL TECHNOLOGY CO., LTD. Effective date: 20130201 |
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Effective date of registration: 20130201 Address after: Suzhou City, Jiangsu province 215636 Daxin Town, Zhangjiagang city along the Yangtze River Road on the north side of Taihua chemical technical room Applicant after: Zhou Yulian Address before: Zhangjiagang City Daxin Town old dam village in Suzhou City, Jiangsu province 215636 Zhangjiagang field by the new Mstar Technology Ltd Applicant before: Zhangjiagang Tianyou New Material Technology Co., Ltd. |
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