US3689486A
Expired / Lapsed
US
⏱️ 0.0 years remaining
3,4-dihydro-1 ,2,3-oxathiazin-4-ones and their preparation
Assignee: Hoechst AG
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Filing: 1971-01-07
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Granted: 1972-09-05
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Expires: 1991-01-07
Abstract
Abstract 3,4-Dihydro-1,2,3-oxathiazinones, a new class of chemical compounds having a ring system being hitherto unknown, are obtained when reacting fluoro sulfonyl isocyanates with ketocompounds of alkynes. The compounds having low-molecular substituents are artificial sweetening agents and the derivatives having hydrophobic substituents are interfacial active agents. All of the new compounds are organic intermediates having a plurality of reactive groups.
Inventors
- 👤 Karl Clauss
- 👤 Harald Jensen
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 21:19
CPC Classifications
C; C07; C07D; C07D291/00; C07D291/02; C07D291/06
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
48 words
A compound as claimed in claim 1, wherein R1 is hydrogen, alkyl of one to 10 carbon atoms, phenyl or alkanoyl of two to four carbon atoms, R2 is alkyl of one to 10 carbon atoms or phenyl and R1 and R2 together are tetramethylene, and its salts.
Claim 2
Dependent Claim
47 words
A compound as claimed in claim 1, wherein R1 is hydrogen or alkyl of one to four carbon atoms and R2 is alkyl of one to four carbon atoms, the sum of the carbon atoms of R1 and R2 being less than six, and its non-toxic salts.
Claim 3
Dependent Claim
19 words
The compound as claimed in claim 1, wherein R1 is hydrogen and R2 is methyl, and its non-toxic salts.
Claim 4
Dependent Claim
17 words
The compound as claimed in claim 1, wherein R1 and R2 are methyl, and its non-toxic salts.
Claim 5
Dependent Claim
19 words
The compound as claimed in claim 1, wherein R1 is ethyl and R2 is methyl, and its non-toxic salts.
Claim 6
Dependent Claim
11 words
A process for the preparation of a compound of the formula
Claim 7
Dependent Claim
76 words
The process as claimed in claim 7, which comprises reacting a compound of the formula R4CH2-CO-R2 in which R2 is alkyl of one to 20 carbon atoms or an aromatic hydrocarbon residue of up to 10 carbon atoms and R4 is hydrogen or a radical as defined for R2, with fluoro sulfonyl isocyanate at a temperature of about -30* C to about +95* C and treating the so-obtained Beta -ketocarboxylic acid-N-sulfofluoride with an aqueous alkaline agent.
Claim 8
Dependent Claim
75 words
The process as claimed in claim 7, which comprises reacting a compound of the formula in which R2 is alkyl of one to 20 carbon atoms or an aroMatic hydrocarbon residue of up to 10 carbon atoms and R4 is hydrogen or a radical as defined for R2, with fluoro sulfonyl isocyanate at a temperature of about -20* C to about +10* C and treating the so-obtained Beta -ketocarboxylic acid-N-sulfofluoride with an aqueous alkaline agent.
Claim 9
Dependent Claim
75 words
The process as claimed in claim 7, which comprises reacting a compound of the formula R3-CO-CH2-CO-R2 in which R2 is alkyl of one to 20 carbon atoms or an aromatic hydrocarbon residue of up to 10 carbon atoms and R3 is alkyl of one to three carbon atoms, with fluoro sulfonyl isocyanate at a temperature of about +10* C to about +50* C and treating the so-obtained Beta -ketocarboxylic acid-N-sulfofluoride with an aqueous alkaline agent.
Claim 10
Dependent Claim
75 words
The process as claimed in claim 7, which comprises reacting a compound of the formula R4-C=C-R2 in which R2 is alkyl of one to 20 carbon atoms or an aromatic hydrocarbon residue of up to 10 carbon atoms and R4 is hydrogen or a radical as defined for R2, with fluoro sulfonyl isocyanate at a temperature of about +10* C to +50* C and treating the so-obtained Beta -ketocarboxylic acid-N-sulfofluoride with an aqueous alkaline agent.
References Cited (Backward Citations)
US3317523A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1975-09-05 | 1976-03-06 | 1976-09-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1979-09-05 | 1980-03-06 | 1980-09-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1983-09-05 | 1984-03-06 | 1984-09-05 | $7700.00 | Window Closed / Lapsed |