IL42345A - Method of preparing 2-alkoxy-5-alkylsulfonyl benzoic acid - Google Patents
Method of preparing 2-alkoxy-5-alkylsulfonyl benzoic acidInfo
- Publication number
- IL42345A IL42345A IL42345A IL4234573A IL42345A IL 42345 A IL42345 A IL 42345A IL 42345 A IL42345 A IL 42345A IL 4234573 A IL4234573 A IL 4234573A IL 42345 A IL42345 A IL 42345A
- Authority
- IL
- Israel
- Prior art keywords
- alkoxy
- preparing
- benzoic acid
- alkylsulfonyl
- alkyl
- Prior art date
Links
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 title claims 3
- 239000005711 Benzoic acid Substances 0.000 title claims 2
- 235000010233 benzoic acid Nutrition 0.000 title claims 2
- 238000000034 method Methods 0.000 title abstract 2
- 150000001412 amines Chemical class 0.000 claims abstract 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000000297 Sandmeyer reaction Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- -1 2,5-disubstituted-benzoic acids Chemical class 0.000 abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 2
- 125000001174 sulfone group Chemical group 0.000 abstract 2
- GZFGOTFRPZRKDS-UHFFFAOYSA-N 4-bromophenol Chemical compound OC1=CC=C(Br)C=C1 GZFGOTFRPZRKDS-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000006193 diazotization reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 150000007944 thiolates Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C315/00—Preparation of sulfones; Preparation of sulfoxides
- C07C315/02—Preparation of sulfones; Preparation of sulfoxides by formation of sulfone or sulfoxide groups by oxidation of sulfides, or by formation of sulfone groups by oxidation of sulfoxides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/26—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
- C07C317/32—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
- C07C317/34—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring
- C07C317/36—Sulfones; Sulfoxides having sulfone or sulfoxide groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton having sulfone or sulfoxide groups and amino groups bound to carbon atoms of six-membered aromatic rings being part of the same non-condensed ring or of a condensed ring system containing that ring with the nitrogen atoms of the amino groups bound to hydrogen atoms or to carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
- C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
- C07C317/46—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
1394499 Process for 2,5-disubstituted-benzoic acids SOC D'ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE-DE-FRANCE 29 May 1973 [30 May 1972] 25404/73 Heading C2C Compounds (I) where A and B are C 1 to C 5 alkyl or C 1 to C 5 alkenyl are prepared by (a) alkylating p-bromophenol, (b) treating the p-bromo-(alkoxy or alkenyloxy)-benzene obtained by step (a) with a cuprous thiolate (BSCu), (c) oxidizing the p- (alkyl or alkenyl)thio-(alkoxy or alkenyloxy)- benzene obtained by step (b) to give the corresponding sulphone, (d) nitrating the sulphone to give a corresponding 2,5-disubstituted-nitro-benzene, which is reduced to the corresponding amine, (e) converting the amine to the corresponding nitrile by diazotization (Sandmeyer) and (f) hydrolysing the nitrile.
[GB1394499A]
Claims (1)
1. CLAIMS of preparing zoic acids corresponding to the following general in which A and B are each independently an 1 to carbon wherein is alkylated to produce the corresponding which is treated cuprous alkyl mercaptide to convert it into which is oxidised the resulting is nitrated to produce which is duced to the corresponding amino derivative which is then zotized and subjected to the Sandmeyer reaction with cuprous cyanide to form is subsequently hydrolysed to the benzoic acid of formula I For the Applicants insufficientOCRQuality
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7219409A FR2186965A5 (en) | 1972-05-30 | 1972-05-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42345A0 IL42345A0 (en) | 1973-07-30 |
| IL42345A true IL42345A (en) | 1976-01-30 |
Family
ID=9099373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42345A IL42345A (en) | 1972-05-30 | 1973-05-24 | Method of preparing 2-alkoxy-5-alkylsulfonyl benzoic acid |
Country Status (24)
| Country | Link |
|---|---|
| JP (2) | JPS5441584B2 (en) |
| KR (1) | KR780000267B1 (en) |
| AT (1) | AT329536B (en) |
| BE (1) | BE800025A (en) |
| BG (1) | BG20778A3 (en) |
| CA (1) | CA979002A (en) |
| CH (1) | CH581615A5 (en) |
| CS (1) | CS172976B2 (en) |
| DD (1) | DD107026A5 (en) |
| DE (1) | DE2327194A1 (en) |
| ES (1) | ES415184A1 (en) |
| FR (1) | FR2186965A5 (en) |
| GB (1) | GB1394499A (en) |
| HU (1) | HU166778B (en) |
| IE (1) | IE37683B1 (en) |
| IL (1) | IL42345A (en) |
| IT (1) | IT1044242B (en) |
| LU (1) | LU67686A1 (en) |
| MC (1) | MC968A1 (en) |
| PH (1) | PH9336A (en) |
| PL (1) | PL86652B1 (en) |
| RO (1) | RO62639A (en) |
| YU (1) | YU39298B (en) |
| ZA (1) | ZA733642B (en) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2460923A1 (en) * | 1979-07-06 | 1981-01-30 | Ile De France | Prepn. of psychotropic drug intermediates - from 3-nitro-4-amino:anisole by five-stage process to 2-methoxy-4-amino-5-alkyl sulphonyl:benzoic acids |
| FR2460922A1 (en) * | 1979-07-06 | 1981-01-30 | Ile De France | Psychotropic drug intermediate benzoic acids and ester(s) - with 2-methoxy-4-nitro-5-alkylsulphonyl substituents and use as tagged intermediates |
| US4459152A (en) * | 1981-04-14 | 1984-07-10 | Ciba-Geigy Corporation | Nitroarylalkylsulfone derivatives as plant growth stimulants |
| IT1174495B (en) * | 1984-02-17 | 1987-07-01 | Nuovo Consoricio Sanitario Nat | COMPOUNDS WITH LUBRICATING ACTIVITY |
-
1972
- 1972-05-30 FR FR7219409A patent/FR2186965A5/fr not_active Expired
-
1973
- 1973-05-23 JP JP5763573A patent/JPS5441584B2/ja not_active Expired
- 1973-05-24 YU YU1359/73A patent/YU39298B/en unknown
- 1973-05-24 IE IE833/73A patent/IE37683B1/en unknown
- 1973-05-24 HU HUSO1078A patent/HU166778B/hu not_active IP Right Cessation
- 1973-05-24 IL IL42345A patent/IL42345A/en unknown
- 1973-05-25 BE BE1005087A patent/BE800025A/en not_active IP Right Cessation
- 1973-05-25 AT AT458273A patent/AT329536B/en not_active IP Right Cessation
- 1973-05-25 BG BG023709A patent/BG20778A3/en unknown
- 1973-05-25 ES ES415184A patent/ES415184A1/en not_active Expired
- 1973-05-28 MC MC1043A patent/MC968A1/en unknown
- 1973-05-28 DD DD171124A patent/DD107026A5/xx unknown
- 1973-05-28 DE DE2327194A patent/DE2327194A1/en active Pending
- 1973-05-28 PH PH14661*UA patent/PH9336A/en unknown
- 1973-05-28 CS CS3839A patent/CS172976B2/cs unknown
- 1973-05-28 LU LU67686A patent/LU67686A1/xx unknown
- 1973-05-29 PL PL1973162914A patent/PL86652B1/pl unknown
- 1973-05-29 RO RO7300074951A patent/RO62639A/en unknown
- 1973-05-29 CA CA172,690A patent/CA979002A/en not_active Expired
- 1973-05-29 IT IT50311/73A patent/IT1044242B/en active
- 1973-05-29 CH CH772573A patent/CH581615A5/xx not_active IP Right Cessation
- 1973-05-29 GB GB2540473A patent/GB1394499A/en not_active Expired
- 1973-05-29 ZA ZA733642A patent/ZA733642B/en unknown
- 1973-05-30 KR KR7300866A patent/KR780000267B1/en not_active Expired
- 1973-08-17 JP JP9234573A patent/JPS5441585B2/ja not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DD107026A5 (en) | 1974-07-12 |
| FR2186965A5 (en) | 1974-01-11 |
| IE37683B1 (en) | 1977-09-14 |
| LU67686A1 (en) | 1974-06-21 |
| JPS4941339A (en) | 1974-04-18 |
| HU166778B (en) | 1975-05-28 |
| DE2327194A1 (en) | 1973-12-20 |
| MC968A1 (en) | 1974-02-01 |
| ES415184A1 (en) | 1976-02-16 |
| ZA733642B (en) | 1974-04-24 |
| KR780000267B1 (en) | 1978-07-24 |
| ATA458273A (en) | 1975-08-15 |
| AU5614473A (en) | 1974-11-28 |
| IE37683L (en) | 1973-11-30 |
| GB1394499A (en) | 1975-05-14 |
| YU135973A (en) | 1982-06-30 |
| CA979002A (en) | 1975-12-02 |
| RO62639A (en) | 1978-05-15 |
| JPS5014656A (en) | 1975-02-15 |
| YU39298B (en) | 1984-10-31 |
| JPS5441585B2 (en) | 1979-12-08 |
| CS172976B2 (en) | 1977-01-28 |
| JPS5441584B2 (en) | 1979-12-08 |
| IT1044242B (en) | 1980-03-20 |
| CH581615A5 (en) | 1976-11-15 |
| BE800025A (en) | 1973-11-26 |
| PL86652B1 (en) | 1976-06-30 |
| IL42345A0 (en) | 1973-07-30 |
| PH9336A (en) | 1975-09-23 |
| BG20778A3 (en) | 1975-12-20 |
| AT329536B (en) | 1976-05-10 |
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