JPS6353985B2 - - Google Patents

Info

Publication number: JPS6353985B2
Authority: JP; Japan
Prior art keywords: acid; reaction; sulfur; halobenzoic; hydroxide
Prior art date: 1983-01-04
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

JP9883A

Other languages

English (en)

Japanese (ja)

Other versions

JPS59128368A (ja

Inventor

Saburo Enomoto

Tsutomu Kamyama

Kunioki Kato

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.)

Sumitomo Seika Chemicals Co Ltd

Original Assignee

Seitetsu Kagaku 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.)

1983-01-04

Filing date

1983-01-04

Publication date

1988-10-26

1983-01-04 Application filed by Seitetsu Kagaku Co Ltd filed Critical Seitetsu Kagaku Co Ltd

1983-01-04 Priority to JP9883A priority Critical patent/JPS59128368A/ja

1984-07-24 Publication of JPS59128368A publication Critical patent/JPS59128368A/ja

1988-10-26 Publication of JPS6353985B2 publication Critical patent/JPS6353985B2/ja

Status Granted legal-status Critical Current

Links

238000006243 chemical reaction Methods 0.000 claims description 27
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 24
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 24
239000002253 acid Substances 0.000 claims description 24
238000000034 method Methods 0.000 claims description 19
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
229910052717 sulfur Inorganic materials 0.000 claims description 13
239000011593 sulfur Substances 0.000 claims description 13
150000008044 alkali metal hydroxides Chemical class 0.000 claims description 10
238000004519 manufacturing process Methods 0.000 claims description 10
229910052798 chalcogen Inorganic materials 0.000 claims description 9
150000001787 chalcogens Chemical class 0.000 claims description 9
125000001424 substituent group Chemical group 0.000 claims description 9
BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 8
229910052711 selenium Inorganic materials 0.000 claims description 8
239000011669 selenium Substances 0.000 claims description 7
IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 claims description 4
IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 claims description 4
239000000203 mixture Substances 0.000 claims description 4
125000005843 halogen group Chemical group 0.000 claims 1
RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 8
RSFDFESMVAIVKO-UHFFFAOYSA-N 3-sulfanylbenzoic acid Chemical compound OC(=O)C1=CC=CC(S)=C1 RSFDFESMVAIVKO-UHFFFAOYSA-N 0.000 description 7
239000002994 raw material Substances 0.000 description 7
NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 description 7
150000001558 benzoic acid derivatives Chemical class 0.000 description 6
229940103494 thiosalicylic acid Drugs 0.000 description 6
-1 O-selenylbenzoic acids Chemical class 0.000 description 5
150000007513 acids Chemical class 0.000 description 5
LULAYUGMBFYYEX-UHFFFAOYSA-N 3-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
AJQLEJAVGARHGQ-UHFFFAOYSA-N dithiosalicylic acid Chemical compound OC1=CC=CC=C1C(S)=S AJQLEJAVGARHGQ-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical compound SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
KQOVQKHBCWQFCJ-UHFFFAOYSA-N 2-[(2-carboxyphenyl)diselanyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1[Se][Se]C1=CC=CC=C1C(O)=O KQOVQKHBCWQFCJ-UHFFFAOYSA-N 0.000 description 2
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
230000000052 comparative effect Effects 0.000 description 2
230000007423 decrease Effects 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
239000000243 solution Substances 0.000 description 2
VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
KXKNBRZDQCCWOI-UHFFFAOYSA-N 2-mercapto-benzoic acid disulfide Chemical compound C12SC2C=CC2(C(=O)O)C1(S)S2 KXKNBRZDQCCWOI-UHFFFAOYSA-N 0.000 description 1
VOIZNVUXCQLQHS-UHFFFAOYSA-N 3-bromobenzoic acid Chemical compound OC(=O)C1=CC=CC(Br)=C1 VOIZNVUXCQLQHS-UHFFFAOYSA-N 0.000 description 1
KVBWBCRPWVKFQT-UHFFFAOYSA-N 3-iodobenzoic acid Chemical compound OC(=O)C1=CC=CC(I)=C1 KVBWBCRPWVKFQT-UHFFFAOYSA-N 0.000 description 1
XRHGYUZYPHTUJZ-UHFFFAOYSA-N 4-chlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C=C1 XRHGYUZYPHTUJZ-UHFFFAOYSA-N 0.000 description 1
YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
229910052977 alkali metal sulfide Inorganic materials 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Inorganic materials [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
239000003054 catalyst Substances 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
238000006193 diazotization reaction Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
230000005496 eutectics Effects 0.000 description 1
238000009472 formulation Methods 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
238000002290 gas chromatography-mass spectrometry Methods 0.000 description 1
238000009776 industrial production Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
238000002844 melting Methods 0.000 description 1
229910000000 metal hydroxide Inorganic materials 0.000 description 1
150000004692 metal hydroxides Chemical class 0.000 description 1
239000000047 product Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
GHMWZRWCBLXYBX-UHFFFAOYSA-M sodium;4-chlorobenzoate Chemical compound [Na+].[O-]C(=O)C1=CC=C(Cl)C=C1 GHMWZRWCBLXYBX-UHFFFAOYSA-M 0.000 description 1

Landscapes

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

JP9883A 1983-01-04 1983-01-04 カルコゲン含有核置換基を有する安息香酸誘導体の製法 Granted JPS59128368A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP9883A JPS59128368A (ja)	1983-01-04	1983-01-04	カルコゲン含有核置換基を有する安息香酸誘導体の製法

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP9883A JPS59128368A (ja)	1983-01-04	1983-01-04	カルコゲン含有核置換基を有する安息香酸誘導体の製法

Publications (2)

Publication Number	Publication Date
JPS59128368A JPS59128368A (ja)	1984-07-24
JPS6353985B2 true JPS6353985B2 (ko)	1988-10-26

Family

ID=11464622

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP9883A Granted JPS59128368A (ja)	1983-01-04	1983-01-04	カルコゲン含有核置換基を有する安息香酸誘導体の製法

Country Status (1)

Country	Link
JP (1)	JPS59128368A (ko)

1983
- 1983-01-04 JP JP9883A patent/JPS59128368A/ja active Granted

Also Published As

Publication number	Publication date
JPS59128368A (ja)	1984-07-24

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JPS6353985B2 (ko)	1988-10-26
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JP4021760B2 (ja)	2007-12-12	チオフェノールの製造方法
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JP2688984B2 (ja)	1997-12-10	（トリハロゲノメチル）フェニルスルホン類の製造方法
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JPS6318941B2 (ko)	1988-04-20
US4375562A (en)	1983-03-01	Process for the preparation of bis-(amino-phenyl)-disulphides
KR100245015B1 (ko)	2000-03-02	ο-(카르보알콕시)페닐메탄술포닐 클로라이드 유도체의 제조방법
JPS6159615B2 (ko)	1986-12-17
WO1992012127A1 (en)	1992-07-23	Novel disulfide compound
KR800001589B1 (ko)	1980-12-29	클로로 술포닐 벤조일 클로리드의 제조방법
KR930003756B1 (ko)	1993-05-10	치환된 β-페닐아크릴산의 제조방법
JPH06345723A (ja)	1994-12-20	メルカプトベンズアミドの製造法
JPS6037112B2 (ja)	1985-08-24	２，３−ジシアン−１，４−ジチア−アントラヒドロキノン又は−アントラキノンの製造法
JPH0129789B2 (ko)	1989-06-14
JPS6318943B2 (ko)	1988-04-20
JPH0267249A (ja)	1990-03-07	２‐クロロ‐３，３，３‐トリフルオロプロピルエステルの製造法
JPH05178816A (ja)	1993-07-20	ハロゲノチオフェノールの製造方法
JPH0148265B2 (ko)	1989-10-18
JPS6147840B2 (ko)	1986-10-21