DEN0008229MA - - Google Patents
Info
- Publication number
- DEN0008229MA DEN0008229MA DEN0008229MA DE N0008229M A DEN0008229M A DE N0008229MA DE N0008229M A DEN0008229M A DE N0008229MA
- Authority
- DE
- Germany
- Prior art keywords
- diketene
- methyl
- guanidine
- pyrimidine
- oxy
- 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
- WASQWSOJHCZDFK-UHFFFAOYSA-N diketene Chemical compound C=C1CC(=O)O1 WASQWSOJHCZDFK-UHFFFAOYSA-N 0.000 claims description 13
- 239000000126 substance Substances 0.000 claims description 7
- BRSRNTJGTDYRFT-UHFFFAOYSA-N 2-(benzenesulfonyl)guanidine Chemical compound NC(N)=NS(=O)(=O)C1=CC=CC=C1 BRSRNTJGTDYRFT-UHFFFAOYSA-N 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 15
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000000034 method Methods 0.000 description 9
- 229960000583 acetic acid Drugs 0.000 description 7
- BRBKOPJOKNSWSG-UHFFFAOYSA-N sulfaguanidine Chemical compound NC(=N)NS(=O)(=O)C1=CC=C(N)C=C1 BRBKOPJOKNSWSG-UHFFFAOYSA-N 0.000 description 7
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 6
- 125000003277 amino group Chemical group 0.000 description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 6
- 239000012362 glacial acetic acid Substances 0.000 description 6
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- -1 p-aminobenzenesulfonamido Chemical group 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 150000001555 benzenes Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000005594 diketone group Chemical group 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- BDTLWPHLHNDHRC-UHFFFAOYSA-N n-[4-(diaminomethylideneamino)sulfonylphenyl]acetamide Chemical compound CC(=O)NC1=CC=C(S(=O)(=O)N=C(N)N)C=C1 BDTLWPHLHNDHRC-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 125000005420 sulfonamido group Chemical group S(=O)(=O)(N*)* 0.000 description 1
Family
ID=
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE1266766B (de) | Verfahren zur Herstellung von p-Aminodiphenylamin | |
| DEN0008229MA (enrdf_load_stackoverflow) | ||
| DE2220256A1 (de) | N-(o- bzw. p-nitrobenzoyl)-sulfoximine, verfahren zu ihrer herstellung und verwendung derselben | |
| DE960098C (de) | Verfahren zur Herstellung von 2-Benzolsulfonamido-4-methyl-6-oxy-pyrimidinen | |
| DE3022783C2 (enrdf_load_stackoverflow) | ||
| EP0013007A1 (de) | Verfahren zur Herstellung von 4-Methyl-2-aminobenzthiazol | |
| DE947167C (de) | Verfahren zur Herstellung von 1-Aminobenzophenonsulfon-2-carbonsaeuren bzw. deren Estern | |
| DE1011411B (de) | Verfahren zur Gewinnung reiner tert. Butylbenzoesaeuren | |
| DE594168C (de) | Verfahren zur Darstellung von Kondensationsprodukten der Anthrachinonreihe | |
| DE812315C (de) | Verfahren zur Herstellung von 2-Amino-4-methyl-pyrimidin | |
| DE969341C (de) | Verfahren zur Herstellung von Terephthalsaeuredimethylester | |
| DE2301358B2 (de) | Verfahren zur Herstellung von Hydroxy-L-prolin oder N-Acetyl-hydroxy-L-prolin aus hydrolysierter Gelatine | |
| DE467728C (de) | Verfahren zur Gewinnung von Kondensationsprodukten aus Phenolen und hydroaromatischen Ringketonen | |
| DE501609C (de) | Verfahren zur Darstellung von 3, 5-Dimethoxy-2-nitrobenzol-1-carbonsaeure und ihren Derivaten | |
| DE830792C (de) | Verfahren zur Herstellung von Acylaminoacetessigestern | |
| DE445566C (de) | Verfahren zur Darstellung loeslicher Verbindungen von indigoiden Farbstoffen | |
| DE346188C (de) | Verfahren zur Herstellung von 1-Amino-2-anthrachinonaldehyd | |
| DE901056C (de) | Verfahren zur Isolierung von Aminosaeuren | |
| DE948977C (de) | Verfahren zur Herstellung von 3,3-Dinitro-4,4'-bis-alkylamino-diphenylmethanen | |
| AT233010B (de) | Verfahren zur Herstellung von neuen Benzo-dihydro-1, 2, 4-thiadiazin-1, 1-dioxyden | |
| DE949658C (de) | Verfahren zur Herstellung von Divanillydencyclohexanon | |
| DEP0010597MA (enrdf_load_stackoverflow) | ||
| DE1115257B (de) | Verfahren zur Herstellung von D, L-ª-Amino-ª-caprolactam | |
| DEB0035269MA (enrdf_load_stackoverflow) | ||
| DE1117135B (de) | Verfahren zur Herstellung von 3-Amino-2, 4, 6-trijodbenzoylverbindungen |