CH370763A - Verfahren zur Herstellung von N-Sulfanilyl-harnstoffen - Google Patents
Verfahren zur Herstellung von N-Sulfanilyl-harnstoffenInfo
- Publication number
- CH370763A CH370763A CH7164059A CH7164059A CH370763A CH 370763 A CH370763 A CH 370763A CH 7164059 A CH7164059 A CH 7164059A CH 7164059 A CH7164059 A CH 7164059A CH 370763 A CH370763 A CH 370763A
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- ureas
- sulfanilyl
- production
- cycloalkyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 10
- 235000013877 carbamide Nutrition 0.000 title description 3
- 150000003672 ureas Chemical class 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- 229940100389 Sulfonylurea Drugs 0.000 claims description 7
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 claims description 7
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 5
- 239000003085 diluting agent Substances 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 3
- 101100037762 Caenorhabditis elegans rnh-2 gene Proteins 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000000304 alkynyl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims 2
- 230000001419 dependent effect Effects 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 5
- 125000003277 amino group Chemical group 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- -1 aliphatic ketones Chemical class 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229910000069 nitrogen hydride Inorganic materials 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 238000007127 saponification reaction Methods 0.000 description 2
- WVAKABMNNSMCDK-UHFFFAOYSA-N sulfacarbamide Chemical compound NC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 WVAKABMNNSMCDK-UHFFFAOYSA-N 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000004442 acylamino group Chemical group 0.000 description 1
- 238000007605 air drying Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000010411 cooking Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000012266 salt solution Substances 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229950010053 sulfacarbamide Drugs 0.000 description 1
- SSGGNFYQMRDXFH-UHFFFAOYSA-N sulfanylurea Chemical compound NC(=O)NS SSGGNFYQMRDXFH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/36—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids
- C07C303/40—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of amides of sulfonic acids by reactions not involving the formation of sulfonamide groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7164059A CH370763A (de) | 1959-04-07 | 1959-04-07 | Verfahren zur Herstellung von N-Sulfanilyl-harnstoffen |
| NL244033A NL120200C (enrdf_load_html_response) | 1959-04-07 | 1959-10-05 | |
| ES0256786A ES256786A1 (es) | 1959-04-07 | 1960-03-24 | Procedimiento para la preparaciën de n-arilsulfonil-n'-alkilureas |
| ES0256785A ES256785A1 (es) | 1959-04-07 | 1960-03-24 | Procedimiento para la prepaarciën de una n-sulfanililurea |
| BE589483A BE589483A (fr) | 1959-04-07 | 1960-04-07 | Procédé de préparation d'une N-sulfanilylurée |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH7164059A CH370763A (de) | 1959-04-07 | 1959-04-07 | Verfahren zur Herstellung von N-Sulfanilyl-harnstoffen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH370763A true CH370763A (de) | 1963-07-31 |
Family
ID=4531151
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH7164059A CH370763A (de) | 1959-04-07 | 1959-04-07 | Verfahren zur Herstellung von N-Sulfanilyl-harnstoffen |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE589483A (enrdf_load_html_response) |
| CH (1) | CH370763A (enrdf_load_html_response) |
| ES (2) | ES256785A1 (enrdf_load_html_response) |
| NL (1) | NL120200C (enrdf_load_html_response) |
-
1959
- 1959-04-07 CH CH7164059A patent/CH370763A/de unknown
- 1959-10-05 NL NL244033A patent/NL120200C/xx active
-
1960
- 1960-03-24 ES ES0256785A patent/ES256785A1/es not_active Expired
- 1960-03-24 ES ES0256786A patent/ES256786A1/es not_active Expired
- 1960-04-07 BE BE589483A patent/BE589483A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ES256786A1 (es) | 1960-06-16 |
| NL120200C (enrdf_load_html_response) | 1965-06-16 |
| ES256785A1 (es) | 1960-06-16 |
| BE589483A (fr) | 1960-10-07 |
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