DE1149350B - Verfahren zur Herstellung von Carbaminsaeureestern - Google Patents
Verfahren zur Herstellung von CarbaminsaeureesternInfo
- Publication number
- DE1149350B DE1149350B DEF34506A DEF0034506A DE1149350B DE 1149350 B DE1149350 B DE 1149350B DE F34506 A DEF34506 A DE F34506A DE F0034506 A DEF0034506 A DE F0034506A DE 1149350 B DE1149350 B DE 1149350B
- Authority
- DE
- Germany
- Prior art keywords
- carbamic acid
- methyl
- acid esters
- general formula
- production
- 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.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 8
- 229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 title claims description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 title claims description 6
- 238000004519 manufacturing process Methods 0.000 title description 3
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims description 8
- HAMGRBXTJNITHG-UHFFFAOYSA-N methyl isocyanate Chemical compound CN=C=O HAMGRBXTJNITHG-UHFFFAOYSA-N 0.000 claims description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 3
- GRRYSIXDUIAUGY-UHFFFAOYSA-N n-methylcarbamoyl chloride Chemical compound CNC(Cl)=O GRRYSIXDUIAUGY-UHFFFAOYSA-N 0.000 claims description 3
- SCWKRWCUMCMVPW-UHFFFAOYSA-N phenyl n-methylcarbamate Chemical compound CNC(=O)OC1=CC=CC=C1 SCWKRWCUMCMVPW-UHFFFAOYSA-N 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 241001124076 Aphididae Species 0.000 description 4
- 241001454295 Tetranychidae Species 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 241001425390 Aphis fabae Species 0.000 description 2
- 241000255925 Diptera Species 0.000 description 2
- 241000255601 Drosophila melanogaster Species 0.000 description 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- 241000500437 Plutella xylostella Species 0.000 description 2
- 241000255588 Tephritidae Species 0.000 description 2
- 241001454293 Tetranychus urticae Species 0.000 description 2
- OHNQBQVDOMRFCJ-UHFFFAOYSA-N [3-(dimethylamino)phenyl]-methylcarbamic acid Chemical compound CN(C)C1=CC(=CC=C1)N(C)C(=O)O OHNQBQVDOMRFCJ-UHFFFAOYSA-N 0.000 description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 2
- 235000005489 dwarf bean Nutrition 0.000 description 2
- -1 methyldimethylaminophenyl-N-methylcarbamates Chemical class 0.000 description 2
- AUABZJZJXPSZCN-UHFFFAOYSA-N 2-(dimethylamino)phenol Chemical class CN(C)C1=CC=CC=C1O AUABZJZJXPSZCN-UHFFFAOYSA-N 0.000 description 1
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- DBDSFGCFMKANAS-UHFFFAOYSA-N 3-(diethylamino)-4-methylphenol Chemical compound CCN(CC)C1=CC(O)=CC=C1C DBDSFGCFMKANAS-UHFFFAOYSA-N 0.000 description 1
- 241000239290 Araneae Species 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- DUWCIOMULCEXKQ-UHFFFAOYSA-N CN(C)C1=C(C=CC=C1)OC(OC1=C(C=CC=C1)N(C)C)=O Chemical compound CN(C)C1=C(C=CC=C1)OC(OC1=C(C=CC=C1)N(C)C)=O DUWCIOMULCEXKQ-UHFFFAOYSA-N 0.000 description 1
- 241001325166 Phacelia congesta Species 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 240000006677 Vicia faba Species 0.000 description 1
- 235000010749 Vicia faba Nutrition 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- CJBMLIOCCUAUHX-UHFFFAOYSA-N [2-(dimethylamino)phenyl] carbonochloridate Chemical compound CN(C)C1=CC=CC=C1OC(Cl)=O CJBMLIOCCUAUHX-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000004651 carbonic acid esters Chemical class 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- YFZJZJIUKMANKN-UHFFFAOYSA-N methyl n-methyl-n-phenylcarbamate Chemical compound COC(=O)N(C)C1=CC=CC=C1 YFZJZJIUKMANKN-UHFFFAOYSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B65—CONVEYING; PACKING; STORING; HANDLING THIN OR FILAMENTARY MATERIAL
- B65D—CONTAINERS FOR STORAGE OR TRANSPORT OF ARTICLES OR MATERIALS, e.g. BAGS, BARRELS, BOTTLES, BOXES, CANS, CARTONS, CRATES, DRUMS, JARS, TANKS, HOPPERS, FORWARDING CONTAINERS; ACCESSORIES, CLOSURES, OR FITTINGS THEREFOR; PACKAGING ELEMENTS; PACKAGES
- B65D41/00—Caps, e.g. crown caps or crown seals, i.e. members having parts arranged for engagement with the external periphery of a neck or wall defining a pouring opening or discharge aperture; Protective cap-like covers for closure members, e.g. decorative covers of metal foil or paper
- B65D41/02—Caps or cap-like covers without lines of weakness, tearing strips, tags, or like opening or removal devices
- B65D41/10—Caps or cap-like covers adapted to be secured in position by permanent deformation of the wall-engaging parts
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE620320D BE620320A (enrdf_load_stackoverflow) | 1961-07-10 | ||
| NL280763D NL280763A (enrdf_load_stackoverflow) | 1961-07-10 | ||
| DEF34506A DE1149350B (de) | 1961-07-10 | 1961-07-22 | Verfahren zur Herstellung von Carbaminsaeureestern |
| CH758362A CH451110A (de) | 1961-07-10 | 1962-06-22 | Verfahren zur Herstellung von Carbaminsäureestern |
| BR141120/62A BR6241120D0 (pt) | 1961-07-10 | 1962-07-18 | Processo para a fabricacao de esteres de acido carbamico e composicoes praguicidas neles baseadas |
| GB28117/62A GB954733A (en) | 1961-07-10 | 1962-07-20 | Carbamic acid esters |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH806161A CH409919A (de) | 1960-07-20 | 1961-07-10 | Verfahren zur Herstellung von Carbaminsäureestern |
| DEF34506A DE1149350B (de) | 1961-07-10 | 1961-07-22 | Verfahren zur Herstellung von Carbaminsaeureestern |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1149350B true DE1149350B (de) | 1963-05-30 |
Family
ID=25702724
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF34506A Pending DE1149350B (de) | 1961-07-10 | 1961-07-22 | Verfahren zur Herstellung von Carbaminsaeureestern |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE620320A (enrdf_load_stackoverflow) |
| BR (1) | BR6241120D0 (enrdf_load_stackoverflow) |
| CH (1) | CH451110A (enrdf_load_stackoverflow) |
| DE (1) | DE1149350B (enrdf_load_stackoverflow) |
| GB (1) | GB954733A (enrdf_load_stackoverflow) |
| NL (1) | NL280763A (enrdf_load_stackoverflow) |
-
0
- BE BE620320D patent/BE620320A/xx unknown
- NL NL280763D patent/NL280763A/xx unknown
-
1961
- 1961-07-22 DE DEF34506A patent/DE1149350B/de active Pending
-
1962
- 1962-06-22 CH CH758362A patent/CH451110A/de unknown
- 1962-07-18 BR BR141120/62A patent/BR6241120D0/pt unknown
- 1962-07-20 GB GB28117/62A patent/GB954733A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE620320A (enrdf_load_stackoverflow) | |
| NL280763A (enrdf_load_stackoverflow) | |
| CH451110A (de) | 1968-05-15 |
| GB954733A (en) | 1964-04-08 |
| BR6241120D0 (pt) | 1973-05-15 |
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