JPS5829772A - ピラジンモノカルボン酸の製造方法 - Google Patents

ピラジンモノカルボン酸の製造方法

Info

Publication number: JPS5829772A
Authority: JP; Japan
Prior art keywords: dicyanopyrazine; acetic acid; acid; reaction; sulfuric acid
Prior art date: 1981-08-13
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.): Granted

Application number

JP12594281A

Other languages

English (en)

Japanese (ja)

Other versions

JPH0148899B2 (fr

Inventor

Katsunori Mitsukuma

三熊　克典

Yoshiaki Fukuda

義明福田

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.)

Nippon Soda Co Ltd

Original Assignee

Nippon Soda 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.)

1981-08-13

Filing date

1981-08-13

Publication date

1983-02-22

1981-08-13 Application filed by Nippon Soda Co Ltd filed Critical Nippon Soda Co Ltd

1981-08-13 Priority to JP12594281A priority Critical patent/JPS5829772A/ja

1983-02-22 Publication of JPS5829772A publication Critical patent/JPS5829772A/ja

1989-10-20 Publication of JPH0148899B2 publication Critical patent/JPH0148899B2/ja

Status Granted legal-status Critical Current

Links

NIPZZXUFJPQHNH-UHFFFAOYSA-N pyrazine-2-carboxylic acid Chemical compound OC(=O)C1=CN=CC=N1 NIPZZXUFJPQHNH-UHFFFAOYSA-N 0.000 title claims description 8
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 57
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 21
OTVZGAXESBAAQQ-UHFFFAOYSA-N pyrazine-2,3-dicarbonitrile Chemical compound N#CC1=NC=CN=C1C#N OTVZGAXESBAAQQ-UHFFFAOYSA-N 0.000 claims abstract description 19
239000007864 aqueous solution Substances 0.000 claims abstract description 9
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
238000004519 manufacturing process Methods 0.000 claims description 10
238000010438 heat treatment Methods 0.000 claims description 6
PZAGQUOSOTUKEC-UHFFFAOYSA-N acetic acid;sulfuric acid Chemical compound CC(O)=O.OS(O)(=O)=O PZAGQUOSOTUKEC-UHFFFAOYSA-N 0.000 claims description 2
238000006114 decarboxylation reaction Methods 0.000 claims 1
238000006460 hydrolysis reaction Methods 0.000 claims 1
238000006243 chemical reaction Methods 0.000 abstract description 10
239000007810 chemical reaction solvent Substances 0.000 abstract description 2
230000035484 reaction time Effects 0.000 abstract description 2
238000009834 vaporization Methods 0.000 abstract description 2
230000008016 vaporization Effects 0.000 abstract description 2
150000001875 compounds Chemical class 0.000 abstract 2
229940079593 drug Drugs 0.000 abstract 1
239000003814 drug Substances 0.000 abstract 1
230000003301 hydrolyzing effect Effects 0.000 abstract 1
239000011541 reaction mixture Substances 0.000 abstract 1
239000000126 substance Substances 0.000 abstract 1
238000000034 method Methods 0.000 description 11
KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 6
238000010992 reflux Methods 0.000 description 5
239000013078 crystal Substances 0.000 description 4
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
239000003905 agrochemical Substances 0.000 description 2
230000000911 decarboxylating effect Effects 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
239000000825 pharmaceutical preparation Substances 0.000 description 2
229940127557 pharmaceutical product Drugs 0.000 description 2
239000000243 solution Substances 0.000 description 2
238000001228 spectrum Methods 0.000 description 2
KYPOHTVBFVELTG-UPHRSURJSA-N (z)-but-2-enedinitrile Chemical compound N#C\C=C/C#N KYPOHTVBFVELTG-UPHRSURJSA-N 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
238000011109 contamination Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
230000020169 heat generation Effects 0.000 description 1
239000002085 irritant Substances 0.000 description 1
231100000021 irritant Toxicity 0.000 description 1
239000011259 mixed solution Substances 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
230000000630 rising effect Effects 0.000 description 1
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
238000007039 two-step reaction Methods 0.000 description 1

JP12594281A 1981-08-13 1981-08-13 ピラジンモノカルボン酸の製造方法 Granted JPS5829772A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP12594281A JPS5829772A (ja)	1981-08-13	1981-08-13	ピラジンモノカルボン酸の製造方法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP12594281A JPS5829772A (ja)	1981-08-13	1981-08-13	ピラジンモノカルボン酸の製造方法

Publications (2)

Publication Number	Publication Date
JPS5829772A true JPS5829772A (ja)	1983-02-22
JPH0148899B2 JPH0148899B2 (fr)	1989-10-20

Family

ID=14922780

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP12594281A Granted JPS5829772A (ja)	1981-08-13	1981-08-13	ピラジンモノカルボン酸の製造方法

Country Status (1)

Country	Link
JP (1)	JPS5829772A (fr)

1981
- 1981-08-13 JP JP12594281A patent/JPS5829772A/ja active Granted

Also Published As

Publication number	Publication date
JPH0148899B2 (fr)	1989-10-20

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