IL42610A - The preparation of n-(diethylaminoethyl)2-methoxy-4-amino-5-chlorobenzamide - Google Patents
The preparation of n-(diethylaminoethyl)2-methoxy-4-amino-5-chlorobenzamideInfo
- Publication number
- IL42610A IL42610A IL42610A IL4261073A IL42610A IL 42610 A IL42610 A IL 42610A IL 42610 A IL42610 A IL 42610A IL 4261073 A IL4261073 A IL 4261073A IL 42610 A IL42610 A IL 42610A
- Authority
- IL
- Israel
- Prior art keywords
- methoxy
- chlorobenzamide
- amino
- diethylamino
- diethylaminoethyl
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title description 3
- TTWJBBZEZQICBI-UHFFFAOYSA-N metoclopramide Chemical compound CCN(CC)CCNC(=O)C1=CC(Cl)=C(N)C=C1OC TTWJBBZEZQICBI-UHFFFAOYSA-N 0.000 title 1
- 238000000034 method Methods 0.000 claims description 7
- -1 alkali metal chlorate Chemical class 0.000 claims description 4
- XTEGARKTQYYJKE-UHFFFAOYSA-M chlorate Inorganic materials [O-]Cl(=O)=O XTEGARKTQYYJKE-UHFFFAOYSA-M 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- BZSXEZOLBIJVQK-UHFFFAOYSA-N 2-methylsulfonylbenzoic acid Chemical group CS(=O)(=O)C1=CC=CC=C1C(O)=O BZSXEZOLBIJVQK-UHFFFAOYSA-N 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 2
- 239000011707 mineral Substances 0.000 claims description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- PXBFMLJZNCDSMP-UHFFFAOYSA-N 2-Aminobenzamide Chemical compound NC(=O)C1=CC=CC=C1N PXBFMLJZNCDSMP-UHFFFAOYSA-N 0.000 claims 1
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 229960004050 aminobenzoic acid Drugs 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 235000005985 organic acids Nutrition 0.000 claims 1
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 6
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Natural products OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 239000005711 Benzoic acid Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 235000010233 benzoic acid Nutrition 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- HGDWUJQEOCVOKM-UHFFFAOYSA-N 2-(2,2-diethylhydrazinyl)ethanamine Chemical compound CCN(CC)NCCN HGDWUJQEOCVOKM-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7223921A FR2191552A5 (en, 2012) | 1972-06-30 | 1972-06-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL42610A0 IL42610A0 (en) | 1973-08-29 |
| IL42610A true IL42610A (en) | 1976-03-31 |
Family
ID=9101228
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL42610A IL42610A (en) | 1972-06-30 | 1973-06-26 | The preparation of n-(diethylaminoethyl)2-methoxy-4-amino-5-chlorobenzamide |
Country Status (23)
| Country | Link |
|---|---|
| JP (1) | JPS4962439A (en, 2012) |
| AT (1) | AT336576B (en, 2012) |
| AU (1) | AU468903B2 (en, 2012) |
| BE (1) | BE801576A (en, 2012) |
| BG (1) | BG21855A3 (en, 2012) |
| CA (1) | CA992560A (en, 2012) |
| CH (1) | CH580063A5 (en, 2012) |
| CS (1) | CS167391B2 (en, 2012) |
| DD (1) | DD107440A5 (en, 2012) |
| DE (1) | DE2332719A1 (en, 2012) |
| ES (1) | ES408019A1 (en, 2012) |
| FR (1) | FR2191552A5 (en, 2012) |
| GB (1) | GB1398373A (en, 2012) |
| HU (1) | HU166937B (en, 2012) |
| IE (1) | IE37853B1 (en, 2012) |
| IL (1) | IL42610A (en, 2012) |
| LU (1) | LU67899A1 (en, 2012) |
| MC (1) | MC1009A1 (en, 2012) |
| PH (1) | PH11627A (en, 2012) |
| RO (1) | RO62646A2 (en, 2012) |
| SU (1) | SU515444A3 (en, 2012) |
| YU (1) | YU39020B (en, 2012) |
| ZA (1) | ZA734435B (en, 2012) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1960130B2 (de) * | 1968-12-02 | 1973-01-04 | Yamanouchi Pharmaceutical Co. Ltd., Tokio | Verfahren zur Herstellung von N-(Diäthylaminoäthyl)-4-amino-5-chlor-2methoxybenzamid |
-
1972
- 1972-06-30 FR FR7223921A patent/FR2191552A5/fr not_active Expired
- 1972-08-21 SU SU1821545A patent/SU515444A3/ru active
- 1972-10-26 ES ES408019A patent/ES408019A1/es not_active Expired
-
1973
- 1973-06-08 MC MC1050A patent/MC1009A1/xx unknown
- 1973-06-25 BG BG023966A patent/BG21855A3/xx unknown
- 1973-06-26 JP JP7271473A patent/JPS4962439A/ja active Pending
- 1973-06-26 IL IL42610A patent/IL42610A/en unknown
- 1973-06-26 IE IE106573A patent/IE37853B1/xx unknown
- 1973-06-26 GB GB3032373A patent/GB1398373A/en not_active Expired
- 1973-06-27 DE DE19732332719 patent/DE2332719A1/de active Pending
- 1973-06-27 AT AT563673A patent/AT336576B/de active
- 1973-06-28 LU LU67899A patent/LU67899A1/xx unknown
- 1973-06-28 AU AU57484/73A patent/AU468903B2/en not_active Expired
- 1973-06-28 DD DD17190473A patent/DD107440A5/xx unknown
- 1973-06-28 BE BE1005201A patent/BE801576A/xx not_active IP Right Cessation
- 1973-06-28 PH PH14781A patent/PH11627A/en unknown
- 1973-06-28 HU HUSO001091 patent/HU166937B/hu unknown
- 1973-06-29 CH CH957273A patent/CH580063A5/xx not_active IP Right Cessation
- 1973-06-29 ZA ZA734435A patent/ZA734435B/xx unknown
- 1973-06-29 RO RO7529873A patent/RO62646A2/ro unknown
- 1973-06-29 YU YU176973A patent/YU39020B/xx unknown
- 1973-06-29 CA CA175,222A patent/CA992560A/fr not_active Expired
- 1973-06-29 CS CS474973A patent/CS167391B2/cs unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IE37853B1 (en) | 1977-10-26 |
| HU166937B (en, 2012) | 1975-06-28 |
| SU515444A3 (ru) | 1976-05-25 |
| IE37853L (en) | 1973-12-30 |
| GB1398373A (en) | 1975-06-18 |
| CA992560A (fr) | 1976-07-06 |
| DE2332719A1 (de) | 1974-01-10 |
| ZA734435B (en) | 1974-05-29 |
| FR2191552A5 (en, 2012) | 1974-02-01 |
| AU5748473A (en) | 1975-01-09 |
| YU176973A (en) | 1982-02-28 |
| CH580063A5 (en, 2012) | 1976-09-30 |
| DD107440A5 (en, 2012) | 1974-08-05 |
| AU468903B2 (en) | 1976-01-29 |
| AT336576B (de) | 1977-05-10 |
| YU39020B (en) | 1984-02-29 |
| IL42610A0 (en) | 1973-08-29 |
| CS167391B2 (en, 2012) | 1976-04-29 |
| LU67899A1 (en, 2012) | 1974-08-19 |
| RO62646A2 (fr) | 1978-02-15 |
| ATA563673A (de) | 1976-09-15 |
| JPS4962439A (en, 2012) | 1974-06-17 |
| PH11627A (en) | 1978-04-12 |
| BG21855A3 (bg) | 1976-09-20 |
| BE801576A (fr) | 1973-12-28 |
| MC1009A1 (fr) | 1974-10-18 |
| ES408019A1 (es) | 1975-11-01 |
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