GB1322066A - Process for the preparation of 2-furfuryl-amino-4-chloro-5- sulphamoyl-benzoic acid - Google Patents
Process for the preparation of 2-furfuryl-amino-4-chloro-5- sulphamoyl-benzoic acidInfo
- Publication number
- GB1322066A GB1322066A GB3417070A GB3417070A GB1322066A GB 1322066 A GB1322066 A GB 1322066A GB 3417070 A GB3417070 A GB 3417070A GB 3417070 A GB3417070 A GB 3417070A GB 1322066 A GB1322066 A GB 1322066A
- Authority
- GB
- United Kingdom
- Prior art keywords
- chloro
- sulphamoyl
- benzoic acid
- furfuryl
- amino
- 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
- 238000000034 method Methods 0.000 title abstract 3
- HTTFZDUQAOQWTC-UHFFFAOYSA-N 3-amino-4-chloro-2-(furan-2-ylmethyl)-5-sulfamoylbenzoic acid Chemical compound NC1=C(Cl)C(S(N)(=O)=O)=CC(C(O)=O)=C1CC1=CC=CO1 HTTFZDUQAOQWTC-UHFFFAOYSA-N 0.000 title 1
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000002934 diuretic Substances 0.000 abstract 1
- 230000001882 diuretic effect Effects 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- DDRPCXLAQZKBJP-UHFFFAOYSA-N furfurylamine Chemical compound NCC1=CC=CO1 DDRPCXLAQZKBJP-UHFFFAOYSA-N 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
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- DDBREPKUVSBGFI-UHFFFAOYSA-N phenobarbital Chemical compound C=1C=CC=CC=1C1(CC)C(=O)NC(=O)NC1=O DDBREPKUVSBGFI-UHFFFAOYSA-N 0.000 abstract 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 abstract 1
- 229960001860 salicylate Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Furan Compounds (AREA)
Abstract
1322066 Process for 2-furfurylamino-4-chloro- 5-sulphamoyl-benzoic acid and intermediates therefor CHINOIN GYOGYSZER-ES VEGYESZETI TERMEKEK GYARA RT 14 July 1970 [18 Feb 1970] 34170/70 Heading C2C The title, diuretic compound is made by a process comprising condensing a novel alkyl 2- aryl - sulphonyloxy - 4 - chloro - 5 - sulphamoylbenzoate (prepared by reacting, e.g. methyl or ethyl 4-chloro-5-sulphamoyl salicylate with tosyl chloride) with furfurylamine and converting the ester group into free carboxy utilizing basic hydrolysis.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HUCI000958 | 1970-02-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1322066A true GB1322066A (en) | 1973-07-04 |
Family
ID=10994373
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3417070A Expired GB1322066A (en) | 1970-02-18 | 1970-07-14 | Process for the preparation of 2-furfuryl-amino-4-chloro-5- sulphamoyl-benzoic acid |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE2031067A1 (en) |
| ES (1) | ES388094A1 (en) |
| GB (1) | GB1322066A (en) |
| NL (1) | NL7012286A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT6401B (en) | 2015-07-28 | 2017-06-12 | Vilniaus Universitetas | CARBOWEHIDRAZE SELECTOR INHIBITORS |
-
1970
- 1970-06-24 DE DE19702031067 patent/DE2031067A1/en active Pending
- 1970-07-14 GB GB3417070A patent/GB1322066A/en not_active Expired
- 1970-08-19 NL NL7012286A patent/NL7012286A/xx unknown
-
1971
- 1971-02-09 ES ES388094A patent/ES388094A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES388094A1 (en) | 1974-02-16 |
| NL7012286A (en) | 1971-08-20 |
| DE2031067A1 (en) | 1971-09-02 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |