DE261825C - - Google Patents
Info
- Publication number
- DE261825C DE261825C DENDAT261825D DE261825DA DE261825C DE 261825 C DE261825 C DE 261825C DE NDAT261825 D DENDAT261825 D DE NDAT261825D DE 261825D A DE261825D A DE 261825DA DE 261825 C DE261825 C DE 261825C
- Authority
- DE
- Germany
- Prior art keywords
- parts
- antimony
- aromatic
- solution
- hydrochloric 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.)
- Active
Links
- 239000002253 acid Substances 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 6
- 229910052787 antimony Inorganic materials 0.000 claims description 5
- -1 antimony halides Chemical class 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 4
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical class [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- 150000004982 aromatic amines Chemical class 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 239000012452 mother liquor Substances 0.000 claims description 2
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000012986 modification Methods 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 14
- 239000000243 solution Substances 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- DAMJCWMGELCIMI-UHFFFAOYSA-N benzyl n-(2-oxopyrrolidin-3-yl)carbamate Chemical compound C=1C=CC=CC=1COC(=O)NC1CCNC1=O DAMJCWMGELCIMI-UHFFFAOYSA-N 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 description 3
- 239000012954 diazonium Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- FAPDDOBMIUGHIN-UHFFFAOYSA-K antimony trichloride Chemical compound Cl[Sb](Cl)Cl FAPDDOBMIUGHIN-UHFFFAOYSA-K 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000010288 sodium nitrite Nutrition 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- QSNSCYSYFYORTR-UHFFFAOYSA-N 4-chloroaniline Chemical compound NC1=CC=C(Cl)C=C1 QSNSCYSYFYORTR-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- JLBJQENXXWFDPO-UHFFFAOYSA-N ClC1=CC=C(C=C1)[SbH2] Chemical compound ClC1=CC=C(C=C1)[SbH2] JLBJQENXXWFDPO-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- BYPJMNINGIGYTF-UHFFFAOYSA-K [N-]=[N+]=[Sb](O)(O)O Chemical class [N-]=[N+]=[Sb](O)(O)O BYPJMNINGIGYTF-UHFFFAOYSA-K 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 150000001463 antimony compounds Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- 238000006193 diazotization reaction Methods 0.000 description 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- DUAJIKVIRGATIW-UHFFFAOYSA-N trinitrogen(.) Chemical compound [N]=[N+]=[N-] DUAJIKVIRGATIW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/90—Antimony compounds
- C07F9/92—Aromatic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE191216350X | 1911-08-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE261825C true DE261825C (fi) |
Family
ID=32337255
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT254421D Active DE254421C (fi) | 1911-08-02 | ||
| DENDAT296940D Active DE296940C (fi) | 1911-08-02 | ||
| DENDAT261825D Active DE261825C (fi) | 1911-08-02 | ||
| DENDAT269205D Active DE269205C (fi) | 1911-08-02 |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT254421D Active DE254421C (fi) | 1911-08-02 | ||
| DENDAT296940D Active DE296940C (fi) | 1911-08-02 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT269205D Active DE269205C (fi) | 1911-08-02 |
Country Status (2)
| Country | Link |
|---|---|
| DE (4) | DE269205C (fi) |
| GB (1) | GB191216350A (fi) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL61894C (fi) * | 1946-06-14 | |||
| FR2444043A1 (fr) * | 1978-12-15 | 1980-07-11 | Bottu | Nouveau derive du paracetamol, son procede de preparation et son utilisation en therapeutique |
-
0
- DE DENDAT254421D patent/DE254421C/de active Active
- DE DENDAT296940D patent/DE296940C/de active Active
- DE DENDAT261825D patent/DE261825C/de active Active
- DE DENDAT269205D patent/DE269205C/de active Active
-
1912
- 1912-07-12 GB GB191216350D patent/GB191216350A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE296940C (fi) | |
| DE269205C (fi) | |
| GB191216350A (en) | 1912-12-19 |
| DE254421C (fi) |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE261825C (fi) | ||
| DE1290147B (de) | Verfahren zur Herstellung von 4, 4-Dinitrodiphenylaethern | |
| DE2134518C3 (de) | Verfahren zur Herstellung von Verbindungen der Benzothloxanthenreihe | |
| DE2451219B2 (de) | Verfahren zur herstellung konzentrierter loesungen von farbstoffen und farbstoffzwischenprodukten und verwendung der loesungen | |
| DE1645920A1 (de) | Verfahren zur Herstellung von 3-Amino-5-aryl-1,2-dihydro-3H-1,4-benzodiazepin-2-on-derivaten | |
| AT162888B (de) | Verfahren zur Darstellung von neuen 4-Aminobenzolsulfonharnstoffen | |
| DE2454277A1 (de) | Verfahren zur herstellung von mercaptobenzthiazol | |
| DE737345C (de) | Verfahren zur Herstellung von Leukoschwefelsaeureestern der Anthrachinonreihe | |
| DE927631C (de) | Verfahren zur Herstellung von 5-Aminouracil-sulfonsaeure-(4) | |
| AT152838B (de) | Verfahren zur Darstellung von Pyridinderivaten. | |
| DE245536C (fi) | ||
| DE862452C (de) | Verfahren zur Herstellung von 5-Aminoisophthaloyl-bis-acetonitril | |
| DE2503654C2 (de) | Neuer sulfonierter Triazofarbstoff | |
| DE665431C (de) | Verfahren zur Herstellung von basischen Farbstoffen der Triphenylmethanreihe | |
| DE926249C (de) | Verfahren zur Herstellung von neuen Bisazolen | |
| DE640735C (de) | Verfahren zur Herstellung von Aminoazaphenanthrenen | |
| DE658841C (de) | Verfahren zur Herstellung von Azofarbstoffen | |
| EP0044936B1 (de) | Verfahren zur Herstellung von Kupferkomplexen von Polyazofarbstoffen | |
| DE677664C (de) | Verfahren zur Herstellung von Polyazofarbstoffen | |
| DE926506C (de) | Verfahren zur Herstellung metallhaltiger Azofarbstoffe der Stilbenreihe | |
| DE607535C (de) | Verfahren zur Herstellung von Sulfonsaeuren der Diaminodiphenylreihe | |
| DE98760C (fi) | ||
| DE109102C (fi) | ||
| DE629373C (de) | Verfahren zur Herstellung von C, C-disubstituierten Abkoemmlingen der Barbitursaeure | |
| DE1046012B (de) | Verfahren zur Herstellung von gesaettigten aliphatischen Dicarbonsaeuren |