ES423567A1 - Preparation of n-diethylaminoethyl-2-methoxy-4-amino-5-chloro benzamide - Google Patents
Preparation of n-diethylaminoethyl-2-methoxy-4-amino-5-chloro benzamideInfo
- Publication number
- ES423567A1 ES423567A1 ES423567A ES423567A ES423567A1 ES 423567 A1 ES423567 A1 ES 423567A1 ES 423567 A ES423567 A ES 423567A ES 423567 A ES423567 A ES 423567A ES 423567 A1 ES423567 A1 ES 423567A1
- Authority
- ES
- Spain
- Prior art keywords
- methoxy
- diethylaminoethyl
- amino
- preparation
- acetamino
- 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
- 238000002360 preparation method Methods 0.000 title abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- YBCOOGQGBVDQSB-UHFFFAOYSA-N 4-acetamido-5-chloro-2-methoxybenzoyl chloride Chemical compound COC1=CC(NC(C)=O)=C(Cl)C=C1C(Cl)=O YBCOOGQGBVDQSB-UHFFFAOYSA-N 0.000 abstract 1
- HEDAFPWIOWJDOF-UHFFFAOYSA-N 4-acetamido-5-chloro-2-methoxybenzoyl isothiocyanate Chemical compound COC1=CC(NC(C)=O)=C(Cl)C=C1C(=O)N=C=S HEDAFPWIOWJDOF-UHFFFAOYSA-N 0.000 abstract 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- TTWJBBZEZQICBI-UHFFFAOYSA-N metoclopramide Chemical compound CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC TTWJBBZEZQICBI-UHFFFAOYSA-N 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- BWNPPPLRJQXQCO-UHFFFAOYSA-N n',n'-bis(ethylamino)ethane-1,2-diamine Chemical compound CCNN(CCN)NCC BWNPPPLRJQXQCO-UHFFFAOYSA-N 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- BZWKPZBXAMTXNQ-UHFFFAOYSA-N sulfurocyanidic acid Chemical compound OS(=O)(=O)C#N BZWKPZBXAMTXNQ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- 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
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
Preparation process for N- (diethylaminoethyl) -2-methoxy-4-armino-5-chlorobenzamide according to the formula ** (See formula) ** of its addition salts with pharmaceutically acceptable organic or mineral acids, and of its quaternary ammonium salts, which comprises reacting 2-methoxy-4-acetamino-5-chlorobenzoyl chloride with lead sulfocyanide, in the presence of a solvent and to the reflux temperature, to obtain 2-methoxy-4-acetamino-5-chlorobenzoyl isothiocyanate, and react the latter with N, N-diethylaminoethylenediamine, in the presence of a solvent and at room temperature, to obtain N- (diethylaminoethyl) - 2-methoxy-4-amino-5-chlorobenzamide. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7307241A FR2219152B1 (en) | 1973-02-28 | 1973-02-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES423567A1 true ES423567A1 (en) | 1976-11-01 |
Family
ID=9115597
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES423567A Expired ES423567A1 (en) | 1973-02-28 | 1974-02-23 | Preparation of n-diethylaminoethyl-2-methoxy-4-amino-5-chloro benzamide |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS49117444A (en) |
| AR (1) | AR202291A1 (en) |
| AT (1) | AT344684B (en) |
| CA (1) | CA1026376A (en) |
| DE (1) | DE2409390A1 (en) |
| ES (1) | ES423567A1 (en) |
| FR (1) | FR2219152B1 (en) |
| GB (1) | GB1425552A (en) |
| IE (1) | IE38926B1 (en) |
-
1973
- 1973-02-28 FR FR7307241A patent/FR2219152B1/fr not_active Expired
-
1974
- 1974-02-23 ES ES423567A patent/ES423567A1/en not_active Expired
- 1974-02-23 JP JP2186574A patent/JPS49117444A/ja active Pending
- 1974-02-25 CA CA193,461A patent/CA1026376A/en not_active Expired
- 1974-02-26 IE IE38774A patent/IE38926B1/en unknown
- 1974-02-26 GB GB866374A patent/GB1425552A/en not_active Expired
- 1974-02-27 AR AR25251974A patent/AR202291A1/en active
- 1974-02-27 DE DE19742409390 patent/DE2409390A1/en active Pending
- 1974-02-27 AT AT159574A patent/AT344684B/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| AR202291A1 (en) | 1975-05-30 |
| FR2219152B1 (en) | 1976-06-11 |
| CA1026376A (en) | 1978-02-14 |
| AT344684B (en) | 1978-08-10 |
| GB1425552A (en) | 1976-02-18 |
| ATA159574A (en) | 1977-12-15 |
| FR2219152A1 (en) | 1974-09-20 |
| IE38926B1 (en) | 1978-07-05 |
| JPS49117444A (en) | 1974-11-09 |
| IE38926L (en) | 1974-08-28 |
| DE2409390A1 (en) | 1974-08-29 |
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