GB1337478A - Dihydrobenzthiazine-s-dioxides and their preparation - Google Patents
Dihydrobenzthiazine-s-dioxides and their preparationInfo
- Publication number
- GB1337478A GB1337478A GB1951471*[A GB1951471A GB1337478A GB 1337478 A GB1337478 A GB 1337478A GB 1951471 A GB1951471 A GB 1951471A GB 1337478 A GB1337478 A GB 1337478A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dihydro
- resulting
- group
- general formula
- dioxide
- 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.)
- Expired
Links
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- 125000001118 alkylidene group Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- -1 3,4 - Dihydro - 2H - 1,2 - benzothiazin - 2 - yl Chemical group 0.000 abstract 3
- IDUSJBBWEKNWAK-UHFFFAOYSA-N 3,4-dihydro-2h-1,2-benzothiazine Chemical compound C1=CC=C2SNCCC2=C1 IDUSJBBWEKNWAK-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- WWAWZIZSCUCTPW-UHFFFAOYSA-N 2-(2-chloroethyl)benzenesulfonyl chloride Chemical compound ClCCC1=CC=CC=C1S(Cl)(=O)=O WWAWZIZSCUCTPW-UHFFFAOYSA-N 0.000 abstract 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 2
- 229910021529 ammonia Inorganic materials 0.000 abstract 2
- 238000009833 condensation Methods 0.000 abstract 2
- 230000005494 condensation Effects 0.000 abstract 2
- 238000006193 diazotization reaction Methods 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical class [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 238000005984 hydrogenation reaction Methods 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- PYHRZPFZZDCOPH-QXGOIDDHSA-N (S)-amphetamine sulfate Chemical compound [H+].[H+].[O-]S([O-])(=O)=O.C[C@H](N)CC1=CC=CC=C1.C[C@H](N)CC1=CC=CC=C1 PYHRZPFZZDCOPH-QXGOIDDHSA-N 0.000 abstract 1
- ULZFUQPNPXYZMC-UHFFFAOYSA-N 2-(2-aminoethyl)benzenesulfonic acid Chemical compound NCCC1=CC=CC=C1S(O)(=O)=O ULZFUQPNPXYZMC-UHFFFAOYSA-N 0.000 abstract 1
- ROKUAUIFICXAIO-UHFFFAOYSA-N 2-(2-chloroethyl)aniline hydrochloride Chemical compound Cl.ClCCC1=C(N)C=CC=C1 ROKUAUIFICXAIO-UHFFFAOYSA-N 0.000 abstract 1
- QEVWMXVHIOULGX-UHFFFAOYSA-N 2-(cyanomethyl)benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1CC#N QEVWMXVHIOULGX-UHFFFAOYSA-N 0.000 abstract 1
- CFBPIKYUENXQHC-UHFFFAOYSA-N 2-(cyanomethyl)benzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1CC#N CFBPIKYUENXQHC-UHFFFAOYSA-N 0.000 abstract 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 150000001299 aldehydes Chemical class 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- RLOWWWKZYUNIDI-UHFFFAOYSA-N phosphinic chloride Chemical compound ClP=O RLOWWWKZYUNIDI-UHFFFAOYSA-N 0.000 abstract 1
- USMUQLGGALMDBX-UHFFFAOYSA-M potassium 2-(cyanomethyl)benzenesulfonate Chemical compound [K+].[O-]S(=O)(=O)C1=C(CC#N)C=CC=C1 USMUQLGGALMDBX-UHFFFAOYSA-M 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 238000007127 saponification reaction Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/02—1,2-Thiazines; Hydrogenated 1,2-thiazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2582670 | 1970-06-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1337478A true GB1337478A (en) | 1973-11-14 |
Family
ID=11217843
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1951471*[A Expired GB1337478A (en) | 1970-06-11 | 1971-06-08 | Dihydrobenzthiazine-s-dioxides and their preparation |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE762273A (enExample) |
| CH (1) | CH523906A (enExample) |
| DE (1) | DE2124953C3 (enExample) |
| ES (1) | ES388284A1 (enExample) |
| FR (1) | FR2094180B1 (enExample) |
| GB (1) | GB1337478A (enExample) |
| IL (1) | IL36248A (enExample) |
| NL (1) | NL7102509A (enExample) |
| ZA (1) | ZA713102B (enExample) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4294961A (en) | 1980-04-07 | 1981-10-13 | Henkel Corporation | Benzothiazine 1,1-dioxides |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3303190A (en) * | 1965-03-11 | 1967-02-07 | Smith Kline French Lab | Novel dihydro-2, 1-benzothiazine-2, 2-dioxide compounds |
| ES378815A1 (es) * | 1969-05-09 | 1973-02-01 | Recordati Chem Pharm | Procedimiento para la preparacion de s-dioxidos de oxo-di- hidro-benzotiazimina. |
-
1971
- 1971-01-29 BE BE762273A patent/BE762273A/xx unknown
- 1971-02-15 ES ES388284A patent/ES388284A1/es not_active Expired
- 1971-02-19 CH CH246371A patent/CH523906A/fr not_active IP Right Cessation
- 1971-02-22 IL IL36248A patent/IL36248A/en unknown
- 1971-02-25 NL NL7102509A patent/NL7102509A/xx unknown
- 1971-04-19 FR FR7113767A patent/FR2094180B1/fr not_active Expired
- 1971-05-12 ZA ZA713102A patent/ZA713102B/xx unknown
- 1971-05-19 DE DE2124953A patent/DE2124953C3/de not_active Expired
- 1971-06-08 GB GB1951471*[A patent/GB1337478A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2124953B2 (de) | 1974-11-14 |
| ZA713102B (en) | 1972-01-26 |
| IL36248A (en) | 1973-07-30 |
| ES388284A1 (es) | 1974-02-16 |
| NL7102509A (enExample) | 1971-12-14 |
| FR2094180A1 (enExample) | 1972-02-04 |
| BE762273A (fr) | 1971-07-01 |
| IL36248A0 (en) | 1971-04-28 |
| DE2124953A1 (de) | 1971-12-16 |
| DE2124953C3 (de) | 1975-07-03 |
| FR2094180B1 (enExample) | 1974-10-18 |
| CH523906A (fr) | 1972-06-15 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |