IE37726B1 - Preparation of 2-alkoxybenzamides - Google Patents
Preparation of 2-alkoxybenzamidesInfo
- Publication number
- IE37726B1 IE37726B1 IE866/73A IE86673A IE37726B1 IE 37726 B1 IE37726 B1 IE 37726B1 IE 866/73 A IE866/73 A IE 866/73A IE 86673 A IE86673 A IE 86673A IE 37726 B1 IE37726 B1 IE 37726B1
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- acid
- alkyl
- radical
- june
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/12—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by halogen atoms or by nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Pyrrole Compounds (AREA)
- Furan Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Abstract
1422221 2-Alkoxy-4,5-disubstituted benzamides SOC D'ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE-DE-FRANCE 1 June 1973 [2 June 1972 (2) 13 July 1972 (2) 5 April 1973] 26273/73 Heading C2C The invention comprises compounds of Formula I in which B is a C 1-4 alkyl or C 2-4 alkenyl radical; X is a hydrogen atom or a nitro, acylamino or amino group; Y is a hydrogen or halogen atom or a group of formula SO 2 R 2 wherein R 2 is an amino, monoalkylamino, dialkylamino, haloalkyl or C 1-5 alkyl group; n is 0, 1 or 2; p is 0 or 1; q is 0, 1 or 2; n + p + q is 0, 1, 2 or 3; and A is a radical of formula -NR<SP>3</SP>R<SP>4</SP> in which R<SP>3</SP> and R<SP>4</SP> are identical or different C 1-5 alkyl groups or together with the nitrogen atom form a nitrogen attached heterocycle, or a heterocyclic radical of Formula Ia wherein R is a C 1-4 alkyl or C 2-4 alkenyl radical and m is 0, 1, 2, 3 or 4 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof which may be prepared by reacting a diamine of formula with CS 2 to produce a dithiocarbamic acid of formula treating the dithiocarbamic acid in a basic medium with a salt of a metal whose sulphide is insoluble in the reaction medium (e.g. lead acetate) or an ester of a haloformic acid (e.g. ethyl chloroformate) to produce an isothiocyanate of formula which is in turn condensed on a benzoic acid of Formula Ib and optionally reacting the product with a pharmaceutically acceptable mineral or organic acid or aliphatic or aromatic quaternizing agent. The compounds of Formula I have application in the pharmaceutical field having anti-emetic, digestive process modifying and psychotropic activity.
[GB1422221A]
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IE882/76A IE37727B1 (en) | 1972-06-02 | 1973-05-30 | Dithiocarbamates |
IE883/76A IE37728B1 (en) | 1972-06-02 | 1973-05-30 | Isothiocyanates |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7220042A FR2188600A5 (en) | 1972-06-02 | 1972-06-02 | N-(substd alkyl)-2-alk(enyl)oxybenzamides - antiemetics digestion-regulators and psychotropics |
FR7220041A FR2187779A1 (en) | 1972-06-02 | 1972-06-02 | N-(substd alkyl)-2-alk(enyl)oxybenzamides - antiemetics digestion-regulators and psychotropics |
FR7225670A FR2192556A5 (en) | 1972-07-13 | 1972-07-13 | N-(substd alkyl)-2-alk(enyl)oxybenzamides - antiemetics digestion-regulators and psychotropics |
FR7225671A FR2192102A1 (en) | 1972-07-13 | 1972-07-13 | N-(substd alkyl)-2-alk(enyl)oxybenzamides - antiemetics digestion-regulators and psychotropics |
FR7312392A FR2224448A1 (en) | 1973-04-05 | 1973-04-05 | N-(substd alkyl)-2-alk(enyl)oxybenzamides - antiemetics digestion-regulators and psychotropics |
Publications (2)
Publication Number | Publication Date |
---|---|
IE37726L IE37726L (en) | 1973-12-02 |
IE37726B1 true IE37726B1 (en) | 1977-09-28 |
Family
ID=27515375
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
IE866/73A IE37726B1 (en) | 1972-06-02 | 1973-05-30 | Preparation of 2-alkoxybenzamides |
Country Status (17)
Country | Link |
---|---|
JP (2) | JPS5537545B2 (en) |
AU (1) | AU476711B2 (en) |
BE (1) | BE800234A (en) |
BG (1) | BG21854A3 (en) |
CA (1) | CA1016175A (en) |
CH (1) | CH575913A5 (en) |
CS (1) | CS174886B2 (en) |
DD (1) | DD109617A5 (en) |
DE (1) | DE2327414C2 (en) |
GB (3) | GB1422222A (en) |
HU (1) | HU168115B (en) |
IE (1) | IE37726B1 (en) |
IL (3) | IL48880A (en) |
LU (1) | LU67729A1 (en) |
PH (1) | PH9265A (en) |
RO (1) | RO73007A (en) |
YU (1) | YU39107B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2305176A1 (en) * | 1975-03-28 | 1976-10-22 | Ile De France | NEW DRUG BASED ON N- (DIETHYLAMINOETHYL) 2-METHOXY-5-METHYL-SULFONYL BENZAMIDE |
CH614709A5 (en) * | 1975-09-25 | 1979-12-14 | Ciba Geigy Ag |
-
1973
- 1973-05-28 PH PH14664*UA patent/PH9265A/en unknown
- 1973-05-29 JP JP6076573A patent/JPS5537545B2/ja not_active Expired
- 1973-05-29 DE DE2327414A patent/DE2327414C2/en not_active Expired
- 1973-05-29 CS CS3876A patent/CS174886B2/cs unknown
- 1973-05-29 YU YU01421/73A patent/YU39107B/en unknown
- 1973-05-29 BG BG23737A patent/BG21854A3/xx unknown
- 1973-05-30 BE BE1005109A patent/BE800234A/en not_active IP Right Cessation
- 1973-05-30 HU HUSO1081A patent/HU168115B/hu unknown
- 1973-05-30 IL IL48880A patent/IL48880A/en unknown
- 1973-05-30 IE IE866/73A patent/IE37726B1/en unknown
- 1973-05-30 CH CH785973A patent/CH575913A5/xx not_active IP Right Cessation
- 1973-05-30 IL IL42400A patent/IL42400A/en unknown
- 1973-05-31 DD DD171219A patent/DD109617A5/xx unknown
- 1973-05-31 RO RO197374983A patent/RO73007A/en unknown
- 1973-06-01 GB GB582375A patent/GB1422222A/en not_active Expired
- 1973-06-01 CA CA172,965A patent/CA1016175A/en not_active Expired
- 1973-06-01 GB GB3253875A patent/GB1422223A/en not_active Expired
- 1973-06-01 GB GB2627373A patent/GB1422221A/en not_active Expired
- 1973-06-01 LU LU67729A patent/LU67729A1/xx unknown
- 1973-08-17 JP JP48092346A patent/JPS5070323A/ja active Pending
- 1973-09-20 AU AU60514/73A patent/AU476711B2/en not_active Expired
-
1976
- 1976-01-20 IL IL48880A patent/IL48880A0/en unknown
Also Published As
Publication number | Publication date |
---|---|
IL48880A (en) | 1977-10-31 |
DE2327414C2 (en) | 1983-02-17 |
IL42400A (en) | 1977-08-31 |
PH9265A (en) | 1975-07-30 |
BE800234A (en) | 1973-11-30 |
GB1422222A (en) | 1976-01-21 |
GB1422223A (en) | 1976-01-21 |
AU476711B2 (en) | 1976-09-30 |
CS174886B2 (en) | 1977-04-29 |
JPS5070323A (en) | 1975-06-11 |
LU67729A1 (en) | 1974-07-05 |
YU142173A (en) | 1982-06-30 |
HU168115B (en) | 1976-02-28 |
JPS4985038A (en) | 1974-08-15 |
RO73007A (en) | 1981-11-04 |
CH575913A5 (en) | 1976-05-31 |
YU39107B (en) | 1984-06-30 |
DD109617A5 (en) | 1974-11-12 |
DE2327414A1 (en) | 1973-12-13 |
JPS5537545B2 (en) | 1980-09-29 |
IE37726L (en) | 1973-12-02 |
CA1016175A (en) | 1977-08-23 |
BG21854A3 (en) | 1976-09-20 |
IL48880A0 (en) | 1976-03-31 |
IL42400A0 (en) | 1973-07-30 |
AU6051473A (en) | 1975-03-20 |
GB1422221A (en) | 1976-01-21 |
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