DE194040C - - Google Patents
Info
- Publication number
- DE194040C DE194040C DENDAT194040D DE194040DA DE194040C DE 194040 C DE194040 C DE 194040C DE NDAT194040 D DENDAT194040 D DE NDAT194040D DE 194040D A DE194040D A DE 194040DA DE 194040 C DE194040 C DE 194040C
- Authority
- DE
- Germany
- Prior art keywords
- solution
- acid
- thioglycolic acid
- nitrogen
- water
- 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
- CWERGRDVMFNCDR-UHFFFAOYSA-N thioglycolic acid Chemical compound OC(=O)CS CWERGRDVMFNCDR-UHFFFAOYSA-N 0.000 claims description 20
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 5
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 150000008049 diazo compounds Chemical class 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003085 diluting agent Substances 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000000243 solution Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 239000002244 precipitate Substances 0.000 description 6
- ZUJURJDZOPMJPH-UHFFFAOYSA-N 5-diazocyclohexa-1,3-diene;hydrochloride Chemical compound Cl.[N-]=[N+]=C1CC=CC=C1 ZUJURJDZOPMJPH-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- MOTOSAGBNXXRRE-UHFFFAOYSA-N 2-phenylsulfanylacetic acid Chemical compound OC(=O)CSC1=CC=CC=C1 MOTOSAGBNXXRRE-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- -1 thioglycol diazo compounds Chemical class 0.000 description 2
- PZRPRMOKEBFHMW-UHFFFAOYSA-N 1-chloro-2-(diazomethyl)benzene Chemical compound ClC1=CC=CC=C1C=[N+]=[N-] PZRPRMOKEBFHMW-UHFFFAOYSA-N 0.000 description 1
- JRYDOZPHYAZZKR-UHFFFAOYSA-N 2-(4-methylphenyl)-2-sulfanylacetic acid Chemical compound CC1=CC=C(C(S)C(O)=O)C=C1 JRYDOZPHYAZZKR-UHFFFAOYSA-N 0.000 description 1
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 description 1
- IXOZFDRVOFNEQB-UHFFFAOYSA-M 4-bromobenzenediazonium;chloride Chemical compound [Cl-].BrC1=CC=C([N+]#N)C=C1 IXOZFDRVOFNEQB-UHFFFAOYSA-M 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methyl-N-phenylamine Natural products CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 1
- 150000001448 anilines Chemical class 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- CIZVQWNPBGYCGK-UHFFFAOYSA-N benzenediazonium Chemical class N#[N+]C1=CC=CC=C1 CIZVQWNPBGYCGK-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000013066 combination product Substances 0.000 description 1
- 229940127555 combination product Drugs 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 150000001989 diazonium salts Chemical class 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE194040C true DE194040C (en:Method) |
Family
ID=457208
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT194040D Active DE194040C (en:Method) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE194040C (en:Method) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0067352A1 (de) * | 1981-06-11 | 1982-12-22 | Bayer Ag | Verfahren zur Herstellung von S-Aryl-thioglycolsäuren |
| DE3309142A1 (de) * | 1983-03-15 | 1984-09-20 | Basf Farben + Fasern Ag, 2000 Hamburg | Verfahren zur herstellung von s-aryl-thioglykolsaeuren |
-
0
- DE DENDAT194040D patent/DE194040C/de active Active
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0067352A1 (de) * | 1981-06-11 | 1982-12-22 | Bayer Ag | Verfahren zur Herstellung von S-Aryl-thioglycolsäuren |
| US4461911A (en) * | 1981-06-11 | 1984-07-24 | Bayer Aktiengesellschaft | Process for the preparation of S-arylthioglycolic acids |
| DE3309142A1 (de) * | 1983-03-15 | 1984-09-20 | Basf Farben + Fasern Ag, 2000 Hamburg | Verfahren zur herstellung von s-aryl-thioglykolsaeuren |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE2628558A1 (de) | Verfahren zur herstellung von lofepraminhydrochlorid | |
| DE1919420A1 (de) | Verfahren zur Herstellung von 2-Mercaptobenzthiazol | |
| DE194040C (en:Method) | ||
| DE1122541B (de) | Verfahren zur Herstellung von Sulfamyl-anthranilsaeuren | |
| DE1000390C2 (de) | Verfahren zur Herstellung von S-Acetyl-glutathion | |
| DE2902542C2 (en:Method) | ||
| DE579818C (de) | Verfahren zur Darstellung von organischen Rhodaniden und deren Umwandlungsprodukten | |
| DE484360C (de) | Verfahren zur Darstellung von organischen Rhodanverbindungen | |
| DE1804693A1 (de) | Chemisches Verfahren | |
| DE3022783C2 (en:Method) | ||
| DE2108455C3 (de) | Verfahren zur Herstellung von gegebenenfalls am aromatischen Ring substituierten Iminodlbenzylen | |
| DE2500106A1 (de) | Verfahren zur herstellung von 1- methyl-3-phenyl-indan | |
| DE644077C (de) | Verfahren zur Herstellung von Thiazolidinabkoemmlingen | |
| DE99542C (en:Method) | ||
| DE281097C (en:Method) | ||
| DE61204C (de) | Verfahren zur Darstellung gelber Farbstoffe aus Dehydrothiotoluidin | |
| DE855865C (de) | Verfahren zur Herstellung schwefelhaltiger organischer Verbindungen | |
| DE286668C (en:Method) | ||
| DE555004C (de) | Verfahren zur Darstellung von Brenzcatechinarsinsaeuren | |
| DE224979C (en:Method) | ||
| DE494508C (de) | Verfahren zur Darstellung eines Kondensationsproduktes aus m-Kresol und Aceton | |
| DE504341C (de) | Verfahren zur Darstellung von Substitutionsprodukten des Carbazols | |
| DE138420C (en:Method) | ||
| DE226230C (en:Method) | ||
| DE1235934B (de) | Verfahren zum Herstellung von N-2-Hydroxybenzoyl-N', N'-dimethylglycinamid |