GB2000499A - Process for producing alpha -monochloroacetoacetic acid monomethylamide - Google Patents
Process for producing alpha -monochloroacetoacetic acid monomethylamideInfo
- Publication number
- GB2000499A GB2000499A GB7828386A GB7828386A GB2000499A GB 2000499 A GB2000499 A GB 2000499A GB 7828386 A GB7828386 A GB 7828386A GB 7828386 A GB7828386 A GB 7828386A GB 2000499 A GB2000499 A GB 2000499A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alpha
- monochloroacetoacetic
- acid monomethylamide
- monomethylamide
- acid
- 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.)
- Granted
Links
- XIWMZCRVSYHMER-UHFFFAOYSA-N 2-chloro-n-methyl-3-oxobutanamide Chemical compound CNC(=O)C(Cl)C(C)=O XIWMZCRVSYHMER-UHFFFAOYSA-N 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 1
- ATWLCPHWYPSRBQ-UHFFFAOYSA-N N-Methylacetoacetamide Chemical compound CNC(=O)CC(C)=O ATWLCPHWYPSRBQ-UHFFFAOYSA-N 0.000 abstract 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 1
- OFXJAJXHOFRZBP-UHFFFAOYSA-N [4-oxo-4-(propan-2-ylamino)but-2-en-2-yl] dihydrogen phosphate Chemical compound CC(NC(C=C(C)OP(O)(O)=O)=O)C OFXJAJXHOFRZBP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- 239000004202 carbamide Substances 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000000749 insecticidal effect Effects 0.000 abstract 1
- 239000012452 mother liquor Substances 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 238000004064 recycling Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the production of alpha -monochloroaceto-acetic acid monomethylamide is disclosed which comprises chlorinating acetoacetic acid monomethylamide in the presence of urea and a water-soluble alkali metal salt or ammonium salt at a temperature of between -29 and +10 DEG C with 80-95% of the equivalent amount of chlorine; neutralising the reaction mixture; separating the precipitated alpha -monochloroacetoacetic acid mono- methylamide; and partially recycling the mother liquor back into the chlorination process. alpha -Chloroacetoacetic acid monomethylamide is a valuable intermediate for producing insecticidal active compounds, for example dimethyl-1-methyl-2-(methylcarbamoyl) -vinyl phosphate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81166277A | 1977-06-30 | 1977-06-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2000499A true GB2000499A (en) | 1979-01-10 |
| GB2000499B GB2000499B (en) | 1982-01-27 |
Family
ID=25207196
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7828386A Expired GB2000499B (en) | 1977-06-30 | 1978-06-29 | Process for producing alpha-monochloroacetoacetic acid monomethylamide |
Country Status (2)
| Country | Link |
|---|---|
| CH (1) | CH634547A5 (en) |
| GB (1) | GB2000499B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0005849A1 (en) * | 1978-06-01 | 1979-12-12 | Wacker-Chemie GmbH | Process for preparing alpha-chloro-N-monoalkyl-acetoacetamides |
| EP0166685A1 (en) * | 1984-05-29 | 1986-01-02 | Ciba-Geigy Ag | Process for the preparation of alpha-chloroacetoacetic-acid monomethyl amide |
-
1978
- 1978-06-28 CH CH704578A patent/CH634547A5/en not_active IP Right Cessation
- 1978-06-29 GB GB7828386A patent/GB2000499B/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0005849A1 (en) * | 1978-06-01 | 1979-12-12 | Wacker-Chemie GmbH | Process for preparing alpha-chloro-N-monoalkyl-acetoacetamides |
| EP0166685A1 (en) * | 1984-05-29 | 1986-01-02 | Ciba-Geigy Ag | Process for the preparation of alpha-chloroacetoacetic-acid monomethyl amide |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2000499B (en) | 1982-01-27 |
| CH634547A5 (en) | 1983-02-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |
Effective date: 19940629 |