BE562517A - - Google Patents
Info
- Publication number
- BE562517A BE562517A BE562517DA BE562517A BE 562517 A BE562517 A BE 562517A BE 562517D A BE562517D A BE 562517DA BE 562517 A BE562517 A BE 562517A
- Authority
- BE
- Belgium
- Prior art keywords
- thiadiazolyl
- carbamate
- mercapto
- sulfamyl
- melting point
- Prior art date
Links
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 5
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- GDGIVSREGUOIJZ-UHFFFAOYSA-N 5-amino-3H-1,3,4-thiadiazole-2-thione Chemical compound NC1=NN=C(S)S1 GDGIVSREGUOIJZ-UHFFFAOYSA-N 0.000 claims description 3
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 3
- AOGYCOYQMAVAFD-UHFFFAOYSA-M carbonochloridate Chemical compound [O-]C(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-M 0.000 claims description 3
- 229910052801 chlorine Inorganic materials 0.000 claims description 3
- 239000000460 chlorine Substances 0.000 claims description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- FDDDEECHVMSUSB-UHFFFAOYSA-N Sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims description 2
- 230000002378 acidificating Effects 0.000 claims description 2
- 230000000875 corresponding Effects 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 229960001663 sulfanilamide Drugs 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000002844 melting Methods 0.000 description 14
- 239000000047 product Substances 0.000 description 6
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-M carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000005712 crystallization Effects 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 235000019441 ethanol Nutrition 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 229940030606 DIURETICS Drugs 0.000 description 1
- 238000007792 addition Methods 0.000 description 1
- 235000011114 ammonium hydroxide Nutrition 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 230000001396 anti-anti-diuretic Effects 0.000 description 1
- 230000003556 anti-epileptic Effects 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE562517A true BE562517A (pl) |
Family
ID=184076
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE562517D BE562517A (pl) |
Country Status (1)
| Country | Link |
|---|---|
| BE (1) | BE562517A (pl) |
-
0
- BE BE562517D patent/BE562517A/fr unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH642614A5 (fr) | Procede de preparation d'acides trichlorophenoxyalcanoiques et de leurs derives exempts de dibenzo-p-dioxines chlorees. | |
| BE562517A (pl) | ||
| CH369442A (fr) | Procédé de préparation de mono- et dicarbamates de 2,2-dichloro-1-aryl-1,3-prpane-diols | |
| CH624089A5 (pl) | ||
| CH392483A (fr) | Procédé de préparation de nouveaux esters d'acides 4-halo-3-sulfamoyl-benzoïques | |
| FR2460930A2 (fr) | Nouveau procede de preparation de derives de 4-amino 5-alkylsulfonyl ortho-anisamides et nouveaux derives de 4-nitro 5-alkylsulfonyl ortho-anisamides utiles comme intermediaires de synthese | |
| CH373038A (fr) | Procédé de préparation de nouveaux éthers de pipéridyl-2 aryl méthanols | |
| FR2483419A1 (fr) | Procede de preparation de la n-(2-(2-thenoyl)-thiopropionyl)-glicine | |
| FR2460922A1 (fr) | Nouveaux acides 2-methoxy-4-nitro-5-alkylsulfonyl benzoiques, leur procedes de preparation et leur utilisation comme intermediaires de synthese de medicaments | |
| BE498859A (pl) | ||
| BE519333A (pl) | ||
| CH268051A (fr) | Procédé de préparation de 1-méthyl-4-pipérazine-N,N-diéthyl-carboxamide. | |
| EP0204049A1 (fr) | Dérivés d'isoquinoléine, leur préparation et leurs applications | |
| CH334469A (fr) | Procédé de préparation de nouvelles sulfonamides | |
| BE831390A (fr) | Procede de preparation du fumarate acide de la 3-(1-benzylcycloheptyl)oxy-n,n-dimethylpropylamine | |
| CH288942A (fr) | Procédé de préparation d'un acylamidodiol aromatique. | |
| BE480430A (pl) | ||
| CH422762A (fr) | Procédé de préparation d'esters d'acides di-tert-butyl-naphtalène-4-sulfonique | |
| CH317897A (fr) | Procédé de préparation de dérivés de 1,2-dithiolane-(3)-alcanes | |
| CH333733A (fr) | Procédé de préparation de carbamates de carbinols | |
| CH288946A (fr) | Procédé de préparation d'un acylamidodiol aromatique. | |
| CH527841A (fr) | Procédé de préparation de nouveaux dihydrobenzothiazine-S-dioxydes | |
| BE558209A (pl) | ||
| BE562880A (pl) | ||
| FR2568882A1 (fr) | Procede de production de n-phosphonomethylglycines |