JPH0359059B2 - - Google Patents

Info

Publication number: JPH0359059B2
Authority: JP; Japan
Prior art keywords: acid; hydroxythiobenzoic; compound; formula; present
Prior art date: 1987-09-25
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

JP24219987A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6483061A (en

Inventor

Masaki Tasaka

Koji Shirasawa

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.)

Asahi Chemical Co Ltd

Original Assignee

Asahi 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.)

1987-09-25

Filing date

1987-09-25

Publication date

1991-09-09

1987-09-25 Application filed by Asahi Chemical Co Ltd filed Critical Asahi Chemical Co Ltd

1987-09-25 Priority to JP24219987A priority Critical patent/JPS6483061A/ja

1989-03-28 Publication of JPS6483061A publication Critical patent/JPS6483061A/ja

1991-09-09 Publication of JPH0359059B2 publication Critical patent/JPH0359059B2/ja

Status Granted legal-status Critical Current

Links

CLTLFKPWCCGIAX-UHFFFAOYSA-N 4-hydroxybenzenecarbothioic s-acid Chemical compound OC(=S)C1=CC=C(O)C=C1 CLTLFKPWCCGIAX-UHFFFAOYSA-N 0.000 claims description 18
150000003839 salts Chemical class 0.000 claims description 10
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 claims description 6
238000003916 acid precipitation Methods 0.000 claims description 5
-1 alkali metal salt Chemical class 0.000 claims description 5
RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 4
229910052783 alkali metal Inorganic materials 0.000 claims description 4
229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 4
238000004519 manufacturing process Methods 0.000 claims description 3
125000002252 acyl group Chemical group 0.000 claims description 2
150000001875 compounds Chemical class 0.000 description 20
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
238000000034 method Methods 0.000 description 9
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
238000006243 chemical reaction Methods 0.000 description 7
239000000243 solution Substances 0.000 description 7
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000002844 melting Methods 0.000 description 6
230000008018 melting Effects 0.000 description 6
239000002253 acid Substances 0.000 description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
238000002329 infrared spectrum Methods 0.000 description 4
CGEOYYBCLBIBLG-UHFFFAOYSA-N (4-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=C(C(Cl)=O)C=C1 CGEOYYBCLBIBLG-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
239000007864 aqueous solution Substances 0.000 description 3
239000013078 crystal Substances 0.000 description 3
238000000921 elemental analysis Methods 0.000 description 3
239000000203 mixture Substances 0.000 description 3
IHYNKGRWCDKNEG-UHFFFAOYSA-N n-(4-bromophenyl)-2,6-dihydroxybenzamide Chemical compound OC1=CC=CC(O)=C1C(=O)NC1=CC=C(Br)C=C1 IHYNKGRWCDKNEG-UHFFFAOYSA-N 0.000 description 3
235000011121 sodium hydroxide Nutrition 0.000 description 3
239000002904 solvent Substances 0.000 description 3
GDBUZIKSJGRBJP-UHFFFAOYSA-N 4-acetoxy benzoic acid Chemical compound CC(=O)OC1=CC=C(C(O)=O)C=C1 GDBUZIKSJGRBJP-UHFFFAOYSA-N 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 2
229940073608 benzyl chloride Drugs 0.000 description 2
238000009835 boiling Methods 0.000 description 2
239000003054 catalyst Substances 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
229910052500 inorganic mineral Inorganic materials 0.000 description 2
239000011707 mineral Substances 0.000 description 2
235000010755 mineral Nutrition 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
238000000926 separation method Methods 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
KRENQXOFGDTODN-UHFFFAOYSA-N (2-carbonochloridoylphenyl) benzoate Chemical compound ClC(=O)C1=CC=CC=C1OC(=O)C1=CC=CC=C1 KRENQXOFGDTODN-UHFFFAOYSA-N 0.000 description 1
JNROKWXMNAEHQG-UHFFFAOYSA-N (2-carbonochloridoylphenyl) propanoate Chemical compound CCC(=O)OC1=CC=CC=C1C(Cl)=O JNROKWXMNAEHQG-UHFFFAOYSA-N 0.000 description 1
IUXNWFUQIHHJRP-UHFFFAOYSA-N 2-hydroxybenzenecarbothioic s-acid Chemical compound OC1=CC=CC=C1C(S)=O IUXNWFUQIHHJRP-UHFFFAOYSA-N 0.000 description 1
229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
MOZDKDIOPSPTBH-UHFFFAOYSA-N Benzyl parahydroxybenzoate Chemical compound C1=CC(O)=CC=C1C(=O)OCC1=CC=CC=C1 MOZDKDIOPSPTBH-UHFFFAOYSA-N 0.000 description 1
DMBGCCFLNXYQQX-UHFFFAOYSA-N O-benzyl 4-hydroxybenzenecarbothioate Chemical compound C(C1=CC=CC=C1)OC(C1=CC=C(C=C1)O)=S DMBGCCFLNXYQQX-UHFFFAOYSA-N 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
UIJGNTRUPZPVNG-UHFFFAOYSA-N benzenecarbothioic s-acid Chemical class SC(=O)C1=CC=CC=C1 UIJGNTRUPZPVNG-UHFFFAOYSA-N 0.000 description 1
238000004040 coloring Methods 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000004090 dissolution Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
125000004494 ethyl ester group Chemical group 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000011630 iodine Substances 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
ZOCLAPYLSUCOGI-UHFFFAOYSA-M potassium hydrosulfide Chemical compound [SH-].[K+] ZOCLAPYLSUCOGI-UHFFFAOYSA-M 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
239000012264 purified product Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
150000005846 sugar alcohols Polymers 0.000 description 1

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP24219987A 1987-09-25 1987-09-25 Thiobenzoic acid derivative and production thereof Granted JPS6483061A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP24219987A JPS6483061A (en)	1987-09-25	1987-09-25	Thiobenzoic acid derivative and production thereof

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP24219987A JPS6483061A (en)	1987-09-25	1987-09-25	Thiobenzoic acid derivative and production thereof

Publications (2)

Publication Number	Publication Date
JPS6483061A JPS6483061A (en)	1989-03-28
JPH0359059B2 true JPH0359059B2 (de)	1991-09-09

Family

ID=17085745

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP24219987A Granted JPS6483061A (en)	1987-09-25	1987-09-25	Thiobenzoic acid derivative and production thereof

Country Status (1)

Country	Link
JP (1)	JPS6483061A (de)

1987
- 1987-09-25 JP JP24219987A patent/JPS6483061A/ja active Granted

Also Published As

Publication number	Publication date
JPS6483061A (en)	1989-03-28

Publication	Publication Date	Title
JPH0359059B2 (de)	1991-09-09
JP2696789B2 (ja)	1998-01-14	メルカプトカルボン酸エステルの合成
JP2502327B2 (ja)	1996-05-29	ジフエニルエ―テル化合物の製造方法
US4981999A (en)	1991-01-01	Selective removal of chlorine from chlorophthalic compounds
EP1678129B1 (de)	2008-10-08	Verbessertes verfahren zur herstellung von benzhydrylthioacetamid.
JP3677786B2 (ja)	2005-08-03	アリールオキシプロピオン酸の製造法
JP2855871B2 (ja)	1999-02-10	チオリンゴ酸の製造方法
EP0853077B1 (de)	2003-04-16	Verfahren zur Herstellung von Alkyl 3-Amino-4-substituierten Benzoaten
US4044011A (en)	1977-08-23	Process for the preparation of 8-hydroxyquinoline
JP2717842B2 (ja)	1998-02-25	アミノカルボニル置換ピリジンスルフィン酸又はその塩
US4375543A (en)	1983-03-01	N-[3-(1'-3"-Oxapentamethylene-amino-ethylideneamino)-2,4,6-triiodobenzoyl]-β-amino-α- methylpropionitrile in process to make corresponding acid
KR900003882B1 (ko)	1990-06-04	H₂항히스타민 활성을 갖는 화합물의 제조방법
JPS6127396B2 (de)	1986-06-25
JPS60169493A (ja)	1985-09-02	５−デオキシ−ｌ−アラビノ−スの製造法
JPH1112265A (ja)	1999-01-19	７−イソプロポキシイソフラボンの製造方法
JPS6219426B2 (de)	1987-04-28
JPS6155914B2 (de)	1986-11-29
KR910003635B1 (ko)	1991-06-07	2-(2-나프틸옥시)프로피온아닐리드 유도체의 제조방법
JP2001261642A (ja)	2001-09-26	１−アルキルインドール−３−カルボン酸類の製造方法
SU1703655A1 (ru)	1992-01-07	Способ получени 3-трифторацетилкам-фарата диоксомолибдена
JPH0513938B2 (de)	1993-02-23
JPH0374662B2 (de)	1991-11-27
JPS59163370A (ja)	1984-09-14	Ｏ−（アミノメチル）フエニル酢酸ラクタムの製造方法
Christie et al.	1923	CCXIII.—The molecular configurations of polynuclear aromatic compounds. Part IV. 6: 6′-Dichlorodiphenic acid; its synthesis and resolution into optically active components
JPH0335308B2 (de)	1991-05-27