ES423628A1 - Preparation of 2,5-disubstituted benzamides - Google Patents
Preparation of 2,5-disubstituted benzamidesInfo
- Publication number
- ES423628A1 ES423628A1 ES423628A ES423628A ES423628A1 ES 423628 A1 ES423628 A1 ES 423628A1 ES 423628 A ES423628 A ES 423628A ES 423628 A ES423628 A ES 423628A ES 423628 A1 ES423628 A1 ES 423628A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- radical
- molecular weight
- low molecular
- alcoholic
- Prior art date
- 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
Links
- 229940054066 benzamide antipsychotics Drugs 0.000 title abstract 2
- 150000003936 benzamides Chemical class 0.000 title abstract 2
- 230000001476 alcoholic effect Effects 0.000 abstract 3
- 229910052757 nitrogen Inorganic materials 0.000 abstract 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 abstract 2
- 125000003158 alcohol group Chemical group 0.000 abstract 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- -1 cyanomethyl ester Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- RENMDAKOXSCIGH-UHFFFAOYSA-N Chloroacetonitrile Chemical compound ClCC#N RENMDAKOXSCIGH-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 125000002632 imidazolidinyl group Chemical group 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 239000011593 sulfur Substances 0.000 abstract 1
- 125000001984 thiazolidinyl group Chemical group 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Preparation procedure for benzamides of general formula: as well as its addition salts with pharmaceutically acceptable organic or mineral acids and its quaternary ammonium salts, formula (I) in which: - A can be a mono- or dialcoylamino radical of low molecular weight in which the alcohol groups can be bonded together to form a ring with or without nitrogen, oxygen, or sulfur; when the ring contains a nitrogen atom, the nitrogen atom may be attached to a low molecular weight alcohol group, the rings being thus formed, for example: pyrrolidinyl, piperidinyl, imidazolidinyl, piperazine, morpholino, or thiazolidinyl; or, A can be a heterocyclic radical of the form: ** (See formula) ** R being an alcohol radical of low molecular weight, or alcoholic; where m is an integer less than 4; B can be a low molecular weight alcohol radical or an alcohol radical; - n = 1 or 2; - X can be an amino, mono- or dialcoylamino, alcoholic or alcoholic radical, said process consisting of a benzoic acid disubstituted in positions 2 and 5, of the formula ** (See formula) ** in which B and X have the same meanings as above, and treat it with α-chloroacetonitrile, in such a way that the corresponding cyanomethyl ester is obtained, and this cyanomethyl ester is subsequently reacted with an amine of the formula: H2N (CH2) nA (III) wherein A has the same value as above, such that the desired benzamide of formula (I) is obtained. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7307433A FR2219940B1 (en) | 1973-03-01 | 1973-03-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES423628A1 true ES423628A1 (en) | 1976-06-16 |
Family
ID=9115665
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES423628A Expired ES423628A1 (en) | 1973-03-01 | 1974-02-26 | Preparation of 2,5-disubstituted benzamides |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS5720945B2 (en) |
| AR (1) | AR202293A1 (en) |
| AT (1) | AT331221B (en) |
| CA (1) | CA1014963A (en) |
| DE (1) | DE2409391C2 (en) |
| ES (1) | ES423628A1 (en) |
| FR (1) | FR2219940B1 (en) |
| GB (1) | GB1420719A (en) |
| IE (1) | IE38928B1 (en) |
Families Citing this family (1)
| 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 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3342826A (en) * | 1964-01-13 | 1967-09-19 | Ile De France | Heterocyclic aminoalkyl benzamides |
-
1973
- 1973-03-01 FR FR7307433A patent/FR2219940B1/fr not_active Expired
-
1974
- 1974-02-25 JP JP2223774A patent/JPS5720945B2/ja not_active Expired
- 1974-02-25 CA CA193,460A patent/CA1014963A/en not_active Expired
- 1974-02-26 ES ES423628A patent/ES423628A1/en not_active Expired
- 1974-02-26 GB GB866874A patent/GB1420719A/en not_active Expired
- 1974-02-26 IE IE38974A patent/IE38928B1/en unknown
- 1974-02-27 AR AR25252174A patent/AR202293A1/en active
- 1974-02-27 DE DE19742409391 patent/DE2409391C2/en not_active Expired
- 1974-02-27 AT AT158974A patent/AT331221B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2409391A1 (en) | 1974-09-05 |
| FR2219940B1 (en) | 1976-09-10 |
| CA1014963A (en) | 1977-08-02 |
| FR2219940A1 (en) | 1974-09-27 |
| AR202293A1 (en) | 1975-05-30 |
| IE38928L (en) | 1974-09-01 |
| JPS5720945B2 (en) | 1982-05-04 |
| IE38928B1 (en) | 1978-07-05 |
| ATA158974A (en) | 1975-11-15 |
| GB1420719A (en) | 1976-01-14 |
| JPS49134650A (en) | 1974-12-25 |
| DE2409391C2 (en) | 1983-09-29 |
| AT331221B (en) | 1976-08-10 |
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