JPH0478631B2 - - Google Patents

Info

Publication number: JPH0478631B2
Authority: JP; Japan
Prior art keywords: general formula; hypobromite; halo; aminopyridine; aqueous solution
Prior art date: 1983-06-06
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP10123283A

Other languages

English (en)

Japanese (ja)

Other versions

JPS59225163A (ja

Inventor

Norio Yoshida

Mitsuharu Yamaji

Toshiaki Kataoka

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Koei Chemical Co Ltd

Original Assignee

Koei Chemical Co Ltd

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1983-06-06

Filing date

1983-06-06

Publication date

1992-12-11

1983-06-06 Application filed by Koei Chemical Co Ltd filed Critical Koei Chemical Co Ltd

1983-06-06 Priority to JP10123283A priority Critical patent/JPS59225163A/ja

1984-12-18 Publication of JPS59225163A publication Critical patent/JPS59225163A/ja

1992-12-11 Publication of JPH0478631B2 publication Critical patent/JPH0478631B2/ja

Status Granted legal-status Critical Current

Links

JGJLWPGRMCADHB-UHFFFAOYSA-N hypobromite Chemical compound Br[O-] JGJLWPGRMCADHB-UHFFFAOYSA-N 0.000 claims description 16
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
238000000034 method Methods 0.000 claims description 15
239000007864 aqueous solution Substances 0.000 claims description 11
WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 claims description 10
239000003513 alkali Substances 0.000 claims description 7
150000001875 compounds Chemical class 0.000 claims description 7
229960004979 fampridine Drugs 0.000 claims description 7
238000004519 manufacturing process Methods 0.000 claims description 7
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
229910052801 chlorine Inorganic materials 0.000 claims description 5
239000000460 chlorine Substances 0.000 claims description 5
235000011121 sodium hydroxide Nutrition 0.000 claims description 5
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Inorganic materials 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims description 3
125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims description 2
238000006114 decarboxylation reaction Methods 0.000 claims description 2
235000011118 potassium hydroxide Nutrition 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims 1
238000006243 chemical reaction Methods 0.000 description 10
239000000047 product Substances 0.000 description 6
BLBDTBCGPHPIJK-UHFFFAOYSA-N 4-Amino-2-chloropyridine Chemical compound NC1=CC=NC(Cl)=C1 BLBDTBCGPHPIJK-UHFFFAOYSA-N 0.000 description 4
239000012736 aqueous medium Substances 0.000 description 4
239000000243 solution Substances 0.000 description 4
239000007858 starting material Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
230000002140 halogenating effect Effects 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000002994 raw material Substances 0.000 description 3
QRXBTPFMCTXCRD-UHFFFAOYSA-N 2-chloropyridine-4-carbonitrile Chemical compound ClC1=CC(C#N)=CC=N1 QRXBTPFMCTXCRD-UHFFFAOYSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
150000002367 halogens Chemical class 0.000 description 2
150000002825 nitriles Chemical class 0.000 description 2
XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 description 2
238000003756 stirring Methods 0.000 description 2
NZUWTGHVOISMHN-UHFFFAOYSA-N 1-oxidopyridin-1-ium-4-carboxamide Chemical compound NC(=O)C1=CC=[N+]([O-])C=C1 NZUWTGHVOISMHN-UHFFFAOYSA-N 0.000 description 1
MAKFMOSBBNKPMS-UHFFFAOYSA-N 2,3-dichloropyridine Chemical compound ClC1=CC=CN=C1Cl MAKFMOSBBNKPMS-UHFFFAOYSA-N 0.000 description 1
WYSRTEVFLQJJDN-UHFFFAOYSA-N 2-chloro-1-oxidopyridin-1-ium Chemical compound [O-][N+]1=CC=CC=C1Cl WYSRTEVFLQJJDN-UHFFFAOYSA-N 0.000 description 1
YSTCMHHKDOVZDA-UHFFFAOYSA-N 2-chloro-4-nitro-1-oxidopyridin-1-ium Chemical compound [O-][N+](=O)C1=CC=[N+]([O-])C(Cl)=C1 YSTCMHHKDOVZDA-UHFFFAOYSA-N 0.000 description 1
NUKYPUAOHBNCPY-UHFFFAOYSA-N 4-aminopyridine Chemical compound NC1=CC=NC=C1 NUKYPUAOHBNCPY-UHFFFAOYSA-N 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
239000005708 Sodium hypochlorite Substances 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
-1 amino compound Chemical class 0.000 description 1
150000003927 aminopyridines Chemical class 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229910001919 chlorite Inorganic materials 0.000 description 1
229910052619 chlorite group Inorganic materials 0.000 description 1
QBWCMBCROVPCKQ-UHFFFAOYSA-N chlorous acid Chemical compound OCl=O QBWCMBCROVPCKQ-UHFFFAOYSA-N 0.000 description 1
239000000470 constituent Substances 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
239000012456 homogeneous solution Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
GPHQHTOMRSGBNZ-UHFFFAOYSA-N pyridine-4-carbonitrile Chemical compound N#CC1=CC=NC=C1 GPHQHTOMRSGBNZ-UHFFFAOYSA-N 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
CRWJEUDFKNYSBX-UHFFFAOYSA-N sodium;hypobromite Chemical compound [Na+].Br[O-] CRWJEUDFKNYSBX-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1

Landscapes

Pyridine Compounds (AREA)

JP10123283A 1983-06-06 1983-06-06 ２−ハロ−４−アミノピリジンの製造法 Granted JPS59225163A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP10123283A JPS59225163A (ja)	1983-06-06	1983-06-06	２−ハロ−４−アミノピリジンの製造法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP10123283A JPS59225163A (ja)	1983-06-06	1983-06-06	２−ハロ−４−アミノピリジンの製造法

Publications (2)

Publication Number	Publication Date
JPS59225163A JPS59225163A (ja)	1984-12-18
JPH0478631B2 true JPH0478631B2 (de)	1992-12-11

Family

ID=14295148

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP10123283A Granted JPS59225163A (ja)	1983-06-06	1983-06-06	２−ハロ−４−アミノピリジンの製造法

Country Status (1)

Country	Link
JP (1)	JPS59225163A (de)

1983
- 1983-06-06 JP JP10123283A patent/JPS59225163A/ja active Granted

Also Published As

Publication number	Publication date
JPS59225163A (ja)	1984-12-18

Publication	Publication Date	Title
JPS6130662B2 (de)	1986-07-15
US3663555A (en)	1972-05-16	Method for preparing 3-hydroxy-2-imino-1(2h) - pyridine-sulfonic acid monohydrate
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JPH0478631B2 (de)	1992-12-11
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JP2523760B2 (ja)	1996-08-14	クロロ−２−ピリジノ―ルの製法
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JP3315219B2 (ja)	2002-08-19	置換された硝酸２，３−ジカルボキシピリジニウム
JPH11504942A (ja)	1999-05-11	ピリジン−２，６−ジアミンのニトロ化
US3706753A (en)	1972-12-19	Process for the preparation of 2-amino-3-pyridinol
US5003069A (en)	1991-03-26	Chichibabin reaction
Zolnikova et al.	2006	Improved method for the cyclization of ortho-alkynylbenzenediazonium salts
JPH04235956A (ja)	1992-08-25	アントラニル酸の製造法
JPH0119382B2 (de)	1989-04-11
JPS5818383A (ja)	1983-02-02	ベンゾジアゼピン化合物の新規製造方法
JPS62277360A (ja)	1987-12-02	５−アルキルキノリン酸の製造方法
NL8100923A (nl)	1981-09-16	Werkwijze ter bereiding van 5-cyano-3,4'-bipyridin-6(1h)-on.