BE535184A - - Google Patents
Info
- Publication number
- BE535184A BE535184A BE535184DA BE535184A BE 535184 A BE535184 A BE 535184A BE 535184D A BE535184D A BE 535184DA BE 535184 A BE535184 A BE 535184A
- Authority
- BE
- Belgium
- Prior art keywords
- sulfonyl chloride
- ammonia
- solid
- solution
- substituted heterocyclic
- Prior art date
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 13
- -1 heterocyclic sulfonamides Chemical class 0.000 claims description 9
- YBBRCQOCSYXUOC-UHFFFAOYSA-N Sulfuryl chloride Chemical class ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 claims description 8
- 230000000875 corresponding Effects 0.000 claims description 8
- QGZKDVFQNNGYKY-UHFFFAOYSA-N ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 7
- 229940093912 Gynecological Sulfonamides Drugs 0.000 claims description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 6
- 229940079867 intestinal antiinfectives Sulfonamides Drugs 0.000 claims description 6
- 229940005938 ophthalmologic antiinfectives Sulfonamides Drugs 0.000 claims description 6
- 229940026752 topical Sulfonamides Drugs 0.000 claims description 6
- 229910006074 SO2NH2 Inorganic materials 0.000 claims description 2
- 239000002253 acid Substances 0.000 claims 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N carbodiimide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 claims 1
- 150000001768 cations Chemical class 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000565 sulfonamide group Chemical group 0.000 claims 1
- 239000007787 solid Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 229910052801 chlorine Inorganic materials 0.000 description 6
- 239000000460 chlorine Substances 0.000 description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 5
- UENWRTRMUIOCKN-UHFFFAOYSA-N Benzyl mercaptan Chemical class SCC1=CC=CC=C1 UENWRTRMUIOCKN-UHFFFAOYSA-N 0.000 description 3
- 239000011260 aqueous acid Substances 0.000 description 3
- 235000011167 hydrochloric acid Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 229910005948 SO2Cl Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000002269 spontaneous Effects 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- SDYMYAFSQACTQP-UHFFFAOYSA-N 1,3-benzothiazole-2-sulfonamide Chemical compound C1=CC=C2SC(S(=O)(=O)N)=NC2=C1 SDYMYAFSQACTQP-UHFFFAOYSA-N 0.000 description 1
- JFRIJTKSNFXTIR-UHFFFAOYSA-N 2-benzylsulfanyl-1,3-benzothiazole Chemical compound N=1C2=CC=CC=C2SC=1SCC1=CC=CC=C1 JFRIJTKSNFXTIR-UHFFFAOYSA-N 0.000 description 1
- RGUOGOHDRMUYGX-UHFFFAOYSA-N 5-phenyl-1,3,4-thiadiazole-2-sulfonamide Chemical compound S1C(S(=O)(=O)N)=NN=C1C1=CC=CC=C1 RGUOGOHDRMUYGX-UHFFFAOYSA-N 0.000 description 1
- BZKPWHYZMXOIDC-UHFFFAOYSA-N Acetazolamide Chemical compound CC(=O)NC1=NN=C(S(N)(=O)=O)S1 BZKPWHYZMXOIDC-UHFFFAOYSA-N 0.000 description 1
- 101700060963 CBT1 Proteins 0.000 description 1
- 102000003846 Carbonic Anhydrases Human genes 0.000 description 1
- 108090000209 Carbonic Anhydrases Proteins 0.000 description 1
- 206010007559 Cardiac failure congestive Diseases 0.000 description 1
- 101710022515 MADS50 Proteins 0.000 description 1
- CXGNGMANBKYIEF-UHFFFAOYSA-N N-(5-benzylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide Chemical compound S1C(NC(=O)C)=NN=C1SCC1=CC=CC=C1 CXGNGMANBKYIEF-UHFFFAOYSA-N 0.000 description 1
- JJXUGXGKFQHARS-UHFFFAOYSA-N NS(=O)(=O)C1=NN=C(N1)C1=CC=C(Cl)C=C1 Chemical compound NS(=O)(=O)C1=NN=C(N1)C1=CC=C(Cl)C=C1 JJXUGXGKFQHARS-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 101700086089 SOC1 Proteins 0.000 description 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 1
- VHUUQVKOLVNVRT-UHFFFAOYSA-N ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 1
- 239000000908 ammonium hydroxide Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 201000006233 congestive heart failure Diseases 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 1
- 230000001264 neutralization Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
- C07D277/70—Sulfur atoms
- C07D277/76—Sulfur atoms attached to a second hetero atom
- C07D277/80—Sulfur atoms attached to a second hetero atom to a nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
Publications (1)
Publication Number | Publication Date |
---|---|
BE535184A true BE535184A (de) |
Family
ID=166292
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE535184D BE535184A (de) |
Country Status (1)
Country | Link |
---|---|
BE (1) | BE535184A (de) |
-
0
- BE BE535184D patent/BE535184A/fr unknown
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