DE284975C - - Google Patents
Info
- Publication number
- DE284975C DE284975C DENDAT284975D DE284975DA DE284975C DE 284975 C DE284975 C DE 284975C DE NDAT284975 D DENDAT284975 D DE NDAT284975D DE 284975D A DE284975D A DE 284975DA DE 284975 C DE284975 C DE 284975C
- Authority
- DE
- Germany
- Prior art keywords
- phenol
- urethanes
- parts
- melting point
- benzene
- 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.)
- Active
Links
- -1 phenol glycerol ethers Chemical class 0.000 claims description 9
- 150000003673 urethanes Chemical class 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 3
- 238000006467 substitution reaction Methods 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
- 238000002844 melting Methods 0.000 description 7
- 230000008018 melting Effects 0.000 description 7
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Natural products N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- FNQIYTUXOKTMDM-UHFFFAOYSA-N 3-phenoxypropane-1,2-diol Chemical compound OCC(O)COC1=CC=CC=C1 FNQIYTUXOKTMDM-UHFFFAOYSA-N 0.000 description 2
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 230000000202 analgesic effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- RBNPOMFGQQGHHO-UHFFFAOYSA-N glyceric acid Chemical compound OCC(O)C(O)=O RBNPOMFGQQGHHO-UHFFFAOYSA-N 0.000 description 2
- GIYQVEQPBKWHJK-UHFFFAOYSA-N 2-bromophenol;propane-1,2,3-triol Chemical compound OCC(O)CO.OC1=CC=CC=C1Br GIYQVEQPBKWHJK-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
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 239000001110 calcium chloride Substances 0.000 description 1
- 229910001628 calcium chloride Inorganic materials 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- WOAZEKPXTXCPFZ-UHFFFAOYSA-N dimethyl(phenyl)azanium;chloride Chemical compound Cl.CN(C)C1=CC=CC=C1 WOAZEKPXTXCPFZ-UHFFFAOYSA-N 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
Classifications
-
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE284975C true DE284975C (enrdf_load_stackoverflow) |
Family
ID=540396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT284975D Active DE284975C (enrdf_load_stackoverflow) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE284975C (enrdf_load_stackoverflow) |
-
0
- DE DENDAT284975D patent/DE284975C/de active Active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE920245C (de) | Verfahren zur Herstellung von aromatischen, farblosen, wasserloeslichen Trifluormethyl- und Sulfosaeuregruppen enthaltenden unsymmetrischen Harnstoffen bzw. Thioharnstoffen | |
| DE1163838B (de) | Verfahren zur Herstellung von Dibenzo[c,e][1,2]- thiazin-5, 5-dioxyd-Derivaten | |
| DE284975C (enrdf_load_stackoverflow) | ||
| DE940292C (de) | Verfahren zur Herstellung von Stickstoff und Schwefel enthaltenden Kondensationsprodukten | |
| DE1249261B (de) | Verfahren zur Herstellung von Indanyl-N-methylcarbaminsäureestern | |
| DE2126149A1 (en) | Halo-salicylanilide derivs - with acaricidal and fungicidal activity | |
| DE2041732A1 (de) | Acylierte Arylhydrazino-2-imidazoline,Verfahren zu ihrer Herstellung und ihre Verwendung als Ektoparasitizide | |
| DE510441C (de) | Verfahren zur Herstellung wasserloeslicher, gemischt aromatisch-aliphatischer Diazoaminoverbindungen | |
| DE685321C (de) | Verfahren zur Herstellung von quaternaeren Stickstoffverbindungen | |
| DE890647C (de) | Verfahren zur Herstellung von Ni-acyherren Aminoarylsulfonamiden | |
| DE269938C (enrdf_load_stackoverflow) | ||
| DE254421C (enrdf_load_stackoverflow) | ||
| DE681684C (de) | Verfahren zur Herstellung von Abkoemmlingen von cyclischen Aminosulfonsaeureamiden | |
| DE1248635B (de) | Verfahren zur Herstellung eines Alkenylmercaptophenyl - N - methyl-carbaminsäureesters | |
| DE1921988C3 (de) | Thiocarbonsäureester, deren Verwendung und Verfahren zur Herstellung | |
| DE664995C (de) | Verfahren zur Darstellung von Thiazthioniumchloriden | |
| DE725537C (de) | Verfahren zur Herstellung von p-Acylaminobenzolsulfonsaeureamidverbindungen | |
| DE737345C (de) | Verfahren zur Herstellung von Leukoschwefelsaeureestern der Anthrachinonreihe | |
| AT160611B (de) | Verfahren zur Darstellung von Aminobenzolsulfonsäureamidverbindungen. | |
| DE97710C (enrdf_load_stackoverflow) | ||
| DE244789C (enrdf_load_stackoverflow) | ||
| DE946145C (de) | Verfahren zur Herstellung von Alkyl- bzw. Alkoxalkylaminobenzoesaeureestern | |
| DE141976C (enrdf_load_stackoverflow) | ||
| DE896651C (de) | Verfahren zur Herstellung von Thiocarbhydrazinverbindungen | |
| DE216269C (enrdf_load_stackoverflow) |