MD706G2 - Process for preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'-propyl)-anilines and of their chloracetanilides - Google Patents
Process for preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'-propyl)-anilines and of their chloracetanilides Download PDFInfo
- Publication number
- MD706G2 MD706G2 MD94-0035A MD940035A MD706G2 MD 706 G2 MD706 G2 MD 706G2 MD 940035 A MD940035 A MD 940035A MD 706 G2 MD706 G2 MD 706G2
- Authority
- MD
- Moldova
- Prior art keywords
- anilines
- alkyl
- methyl
- preparation
- chloracetanilides
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 4
- 238000002360 preparation method Methods 0.000 title abstract 3
- VONWPEXRCLHKRJ-UHFFFAOYSA-N 2-chloro-n-phenylacetamide Chemical class ClCC(=O)NC1=CC=CC=C1 VONWPEXRCLHKRJ-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003054 catalyst Substances 0.000 abstract 2
- CUZLJOLBIRPEFB-UHFFFAOYSA-N 1-methoxypropan-2-one Chemical compound COCC(C)=O CUZLJOLBIRPEFB-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 239000012467 final product Substances 0.000 abstract 1
- 239000004009 herbicide Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 239000012299 nitrogen atmosphere Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000005932 reductive alkylation reaction Methods 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the chemistry and specially, to the processes for preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'-propyl) - anilines and of their chloracetanilides. The process is carried out by catalytic reductive alkylation, wherein at least one mole equivalent of methoxyacetone is reacted with one mole equivalent of 2-alkyl-6-methyl-anilines without an additional solvent in the presence of a platinized carbon catalyst and of acid cocatalyst under a hydrogen pressure of between 2x105 and 1x 106 Pa at a temperature between 20°and 80°C. The reaction mixture containes water from the beginning of the reaction and after the hydrogenation, base is added, than the catalyst is separated by filtration in the nitrogen atmosphere and recycled, after what the final product is extracted from the filtrate. The process is particularly used for preparation of N-substituted chloracetanilidic herbicides.The technical result of the invention consists in the improvement of the ecologic and economic effects.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US99803092A | 1992-12-29 | 1992-12-29 | |
| US08/168,034 US5430188A (en) | 1992-12-29 | 1993-12-15 | Process for the preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'-propyl)-aniline and a process for the preparation of their chloracetanilides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| MD940035A MD940035A (en) | 1995-06-30 |
| MD706F2 MD706F2 (en) | 1997-04-30 |
| MD706G2 true MD706G2 (en) | 1998-02-28 |
Family
ID=26863745
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MD94-0035A MD706G2 (en) | 1992-12-29 | 1993-12-16 | Process for preparation of 2-alkyl-6-methyl-N-(1'-methoxy-2'-propyl)-anilines and of their chloracetanilides |
Country Status (1)
| Country | Link |
|---|---|
| MD (1) | MD706G2 (en) |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937730A (en) * | 1972-06-06 | 1976-02-10 | Ciba-Geigy Corporation | Plant growth regulating agent |
| CS270548B1 (en) * | 1989-01-20 | 1990-07-12 | Beska Emanuel | Preparation of 2-Atyl-6-methyl-N- (1'-methoxy-2'-propyl) aniline |
-
1993
- 1993-12-16 MD MD94-0035A patent/MD706G2/en active IP Right Grant
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3937730A (en) * | 1972-06-06 | 1976-02-10 | Ciba-Geigy Corporation | Plant growth regulating agent |
| CS270548B1 (en) * | 1989-01-20 | 1990-07-12 | Beska Emanuel | Preparation of 2-Atyl-6-methyl-N- (1'-methoxy-2'-propyl) aniline |
Also Published As
| Publication number | Publication date |
|---|---|
| MD940035A (en) | 1995-06-30 |
| MD706F2 (en) | 1997-04-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CHPR | Change of proprietorship |
Free format text: NOVARTIS AG, CH |
|
| FG3A | Granted patent for invention | ||
| IF99 | Valid patent on 19990615 |
Free format text: EXPIRES: 20131216 |
|
| MK4A | Patent for invention expired |