JPS59128368A - 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 - Google Patents

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

Info

Publication number: JPS59128368A
Authority: JP; Japan
Prior art keywords: acid; reaction; chalcogen; alkali metal; metal 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.): Granted

Application number

JP9883A

Other languages

English (en)

Japanese (ja)

Other versions

JPS6353985B2 (lt

Inventor

Saburo Enomoto

榎本　三郎

Tsutomu Kamiyama

勉上山

Kunioki Kato

邦興加藤

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

1984-07-24

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

229910052798 chalcogen Inorganic materials 0.000 title claims abstract description 19
150000001787 chalcogens Chemical class 0.000 title claims abstract description 15
IOHPVZBSOKLVMN-UHFFFAOYSA-N 2-(2-phenylethyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1CCC1=CC=CC=C1 IOHPVZBSOKLVMN-UHFFFAOYSA-N 0.000 title claims abstract description 4
238000006467 substitution reaction Methods 0.000 title abstract 2
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 27
239000002253 acid Substances 0.000 claims abstract description 25
KWYUFKZDYYNOTN-UHFFFAOYSA-M potassium hydroxide Substances [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 25
150000008044 alkali metal hydroxides Chemical class 0.000 claims abstract description 12
229910052717 sulfur Inorganic materials 0.000 claims abstract description 8
239000000203 mixture Substances 0.000 claims abstract description 7
229910052711 selenium Inorganic materials 0.000 claims abstract description 4
238000000034 method Methods 0.000 claims description 20
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 7
239000011593 sulfur Substances 0.000 claims description 7
BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 3
239000011669 selenium Substances 0.000 claims description 3
125000001309 chloro group Chemical group Cl* 0.000 claims 1
239000002023 wood Substances 0.000 claims 1
238000006243 chemical reaction Methods 0.000 abstract description 30
239000002904 solvent Substances 0.000 abstract description 4
125000005843 halogen group Chemical group 0.000 abstract description 3
150000001875 compounds Chemical class 0.000 abstract description 2
230000005496 eutectics Effects 0.000 abstract description 2
229910052736 halogen Inorganic materials 0.000 abstract description 2
230000008018 melting Effects 0.000 abstract description 2
238000002844 melting Methods 0.000 abstract description 2
238000005054 agglomeration Methods 0.000 abstract 1
230000002776 aggregation Effects 0.000 abstract 1
239000003905 agrochemical Substances 0.000 abstract 1
238000004090 dissolution Methods 0.000 abstract 1
239000003814 drug Substances 0.000 abstract 1
239000011541 reaction mixture Substances 0.000 abstract 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 11
NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 description 11
229940103494 thiosalicylic acid Drugs 0.000 description 11
AJQLEJAVGARHGQ-UHFFFAOYSA-N dithiosalicylic acid Chemical compound OC1=CC=CC=C1C(S)=S AJQLEJAVGARHGQ-UHFFFAOYSA-N 0.000 description 9
238000004519 manufacturing process Methods 0.000 description 6
-1 selenino Chemical group 0.000 description 6
239000005711 Benzoic acid Substances 0.000 description 5
235000010233 benzoic acid Nutrition 0.000 description 5
229910052714 tellurium Inorganic materials 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 4
150000001558 benzoic acid derivatives Chemical class 0.000 description 4
239000002994 raw material Substances 0.000 description 4
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
150000007513 acids Chemical class 0.000 description 3
229910001854 alkali hydroxide Inorganic materials 0.000 description 3
239000000243 solution 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
238000004458 analytical method Methods 0.000 description 2
239000007795 chemical reaction product Substances 0.000 description 2
230000007423 decrease Effects 0.000 description 2
238000004128 high performance liquid chromatography Methods 0.000 description 2
FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
239000000047 product Substances 0.000 description 2
230000035484 reaction time Effects 0.000 description 2
229960004889 salicylic acid Drugs 0.000 description 2
239000011734 sodium Substances 0.000 description 2
PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 2
MFGOFGRYDNHJTA-UHFFFAOYSA-N 2-amino-1-(2-fluorophenyl)ethanol Chemical compound NCC(O)C1=CC=CC=C1F MFGOFGRYDNHJTA-UHFFFAOYSA-N 0.000 description 1
IKCLCGXPQILATA-UHFFFAOYSA-N 2-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1Cl IKCLCGXPQILATA-UHFFFAOYSA-N 0.000 description 1
241001070941 Castanea Species 0.000 description 1
235000014036 Castanea Nutrition 0.000 description 1
241000951471 Citrus junos Species 0.000 description 1
206010010071 Coma Diseases 0.000 description 1
YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-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
RQVWTMCUTHKGCM-UHFFFAOYSA-N S-Methyl benzenecarbothioate Chemical compound CSC(=O)C1=CC=CC=C1 RQVWTMCUTHKGCM-UHFFFAOYSA-N 0.000 description 1
UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
239000003513 alkali Substances 0.000 description 1
239000007864 aqueous solution Substances 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
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Substances ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000004020 conductor Substances 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
230000000694 effects Effects 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
239000010931 gold Substances 0.000 description 1
229910052737 gold Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
238000002955 isolation Methods 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
238000009366 sericulture Methods 0.000 description 1
238000007086 side reaction Methods 0.000 description 1
229910052708 sodium Inorganic materials 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 true JPS59128368A (ja)	1984-07-24
JPS6353985B2 JPS6353985B2 (lt)	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 (lt)

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

Also Published As

Publication number	Publication date
JPS6353985B2 (lt)	1988-10-26

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