IE38598L - N-substituted sulphonyl benzamides - Google Patents
N-substituted sulphonyl benzamidesInfo
- Publication number
- IE38598L IE38598L IE207773A IE207773A IE38598L IE 38598 L IE38598 L IE 38598L IE 207773 A IE207773 A IE 207773A IE 207773 A IE207773 A IE 207773A IE 38598 L IE38598 L IE 38598L
- Authority
- IE
- Ireland
- Prior art keywords
- general formula
- defined above
- benzamide
- radical
- alkoxy
- Prior art date
Links
- -1 sulphonyl benzamides Chemical class 0.000 title abstract 11
- 229940054066 benzamide antipsychotics Drugs 0.000 title 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 6
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 229910052698 phosphorus Inorganic materials 0.000 abstract 2
- 239000011574 phosphorus Substances 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- JTVPZMFULRWINT-UHFFFAOYSA-N N-[2-(diethylamino)ethyl]-2-methoxy-5-methylsulfonylbenzamide Chemical compound CCN(CC)CCNC(=O)C1=CC(S(C)(=O)=O)=CC=C1OC JTVPZMFULRWINT-UHFFFAOYSA-N 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
Abstract
1415106 Benzamide production SOC D'- ETUDES SCIENTIFIQUES ET INDUSTRIELLES DE L'ILE-DE-FRANCE 15 Nov 1973 [22 Nov 1972] 53130/73 Heading C2C The invention comprises a method of preparing a therapeutic benzamide of the general formula in which A is a radical with at least two amine functions, one of which is capable of being bonded to the acyl function and at least one other of which is tertiary, Z is a C 1-5 alkyl or C 2-5 alkenyl radical and X is an alkyl, amino or aminoalkyl radical, that comprises reacting an amino compound of the general formula where A is as defined above with a halogen phosphite of general formula where R 1 is an alkoxy or phenyloxy group, R 2 is a halogen atom and R 3 is a halogen atom or hydroxy, alkoxy or phenyloxy group, or R 1 and R 3 are bonded to form an alkylenedioxy or o-phenylenedioxy group, to produce a phosphorus compound of general formula or R 1 P=A, in which A and R 1 are as defined above and R 4 is an alkoxy or phenyloxy group, or is bonded with R 1 to form an alkylenedioxy or o-phenylenedioxy group, or is an amino radical of formula where A is as defined above; and heating the phosphorus compound with a benzoic acid compound of general formula in which Z and X are as defined above to produce the desired benzamide. The examples describe the preparation of N - (diethylaminoethyl) - 2 - methoxy - 5 - methylsulphonyl - benzamide and N - (1 - ethyl - 2- pyrrolidylmethyl) - 2 - methoxy - 5 - ethylsulphonyl and -5-sulphamoyl-bemamides.
[GB1415106A]
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7241583A FR2206937B1 (en) | 1972-11-22 | 1972-11-22 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE38598L true IE38598L (en) | 1974-05-22 |
| IE38598B1 IE38598B1 (en) | 1978-04-26 |
Family
ID=9107559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE207773A IE38598B1 (en) | 1972-11-22 | 1973-11-16 | Preparation of 2,5-disbustituted benzamides |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS5218185B2 (en) |
| AR (1) | AR207320A1 (en) |
| AT (1) | AT331219B (en) |
| CA (1) | CA991192A (en) |
| DE (1) | DE2357595A1 (en) |
| ES (1) | ES420634A1 (en) |
| FI (1) | FI57930C (en) |
| FR (1) | FR2206937B1 (en) |
| GB (1) | GB1415106A (en) |
| IE (1) | IE38598B1 (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 |
| JPS5371709U (en) * | 1976-11-19 | 1978-06-15 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR72F (en) * | 1963-10-15 | |||
| US3342826A (en) * | 1964-01-13 | 1967-09-19 | Ile De France | Heterocyclic aminoalkyl benzamides |
| BE791677A (en) * | 1972-07-19 | 1973-03-16 | Renfag Sa | PROCESS FOR THE PREPARATION OF N- (DIETHYLAMINOETHYL) -2- METHOXY-5-METHYLSULFONYL-BENZAMIDE |
-
1972
- 1972-11-22 FR FR7241583A patent/FR2206937B1/fr not_active Expired
-
1973
- 1973-01-01 AR AR25105473A patent/AR207320A1/en active
- 1973-11-15 GB GB5313073A patent/GB1415106A/en not_active Expired
- 1973-11-16 FI FI355373A patent/FI57930C/en active
- 1973-11-16 IE IE207773A patent/IE38598B1/en unknown
- 1973-11-17 ES ES420634A patent/ES420634A1/en not_active Expired
- 1973-11-19 AT AT967873A patent/AT331219B/en not_active IP Right Cessation
- 1973-11-19 DE DE19732357595 patent/DE2357595A1/en not_active Withdrawn
- 1973-11-20 JP JP13117173A patent/JPS5218185B2/ja not_active Expired
- 1973-11-21 CA CA186,406A patent/CA991192A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| GB1415106A (en) | 1975-11-26 |
| JPS5218185B2 (en) | 1977-05-20 |
| JPS504042A (en) | 1975-01-16 |
| FI57930C (en) | 1980-11-10 |
| FR2206937B1 (en) | 1977-01-14 |
| IE38598B1 (en) | 1978-04-26 |
| ES420634A1 (en) | 1976-04-16 |
| CA991192A (en) | 1976-06-15 |
| ATA967873A (en) | 1975-11-15 |
| AR207320A1 (en) | 1976-09-30 |
| AT331219B (en) | 1976-08-10 |
| DE2357595A1 (en) | 1974-05-30 |
| FI57930B (en) | 1980-07-31 |
| FR2206937A1 (en) | 1974-06-14 |
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