US4022852A
Expired / Lapsed
US
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Process for making phosphorus sulfamides
Assignee: Hoechst AG
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Filing: 1975-07-01
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Granted: 1977-05-10
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Expires: 1995-07-01
Abstract
Abstract Production of phosphorus-containing sulfamide derivatives of the general formula: ##STR1## In the above formula, R 1 stands for an alkyl radical or a halogen-substituted, alkyl radical having from 1 to 6 carbon atoms or stands for an aryl radical, and R 2 , R 3 and R 4 , being identical or different, each stand for a hydrogen atom, a hydroxyalkyl group or a radical of the formula: ##STR2##
Inventors
- 👤 Hartfrid Vollmer
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 21:01
CPC Classifications
C; C08; C08J; C08J9/00; C08J9/0014; C08J9/0038; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C08J2375/00; C08J2375/04
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
185 words
A process for making phosphorus-containing sulfamide derivatives of the general formula (I) ##STR12## in which R 1 stands for an alkyl radical or a halogenated alkyl radical having from 1 to 6 carbon atoms or an aryl radical, and R 2 , R 3 and R 4 , being identical or different, each stand for a hydrogen atom, a hydroxyalkyl group or a radical of the formula: ##STR13## which process comprises reacting a sulfamide with formaldehyde and a dialkyl or diarylphosphite of general formula (II) ##STR14## in which R 1 stands for an alkyl radical or a halogenated alkyl radical having from 1 to 6 carbon atoms, or stands for an aryl radical, in stoichiometric proportions, in the presence of a basic catalyst and, if desired, in the further presence of a solvent or diluent, at temperatures within the range about 10° and 80° C, at a pH-value within the range about 7 and 12 and for a period within the range 1 and 3 hours, and distilling the resulting reaction mixture so as to remove reaction water and solvent or diluent, if any, therefrom.
Claim 2
Dependent Claim
185 words
A process for making phosphorus-containing sulfamide derivatives of the general formula (I) ##STR12## in which R 1 stands for an alkyl radical or a halogenated alkyl radical having from 1 to 6 carbon atoms or an aryl radical, and R 2 , R 3 and R 4 , being identical or different, each stand for a hydrogen atom, a hydroxyalkyl group or a radical of the formula: ##STR13## which process comprises reacting a sulfamide with formaldehyde and a dialkyl or diarylphosphite of general formula (II) ##STR14## in which R 1 stands for an alkyl radical or a halogenated alkyl radical having from 1 to 6 carbon atoms, or stands for an aryl radical, in stoichiometric proportions, in the presence of a basic catalyst and, if desired, in the further presence of a solvent or diluent, at temperatures within the range about 10° and 80° C, at a pH-value within the range about 7 and 12 and for a period within the range 1 and 3 hours, and distilling the resulting reaction mixture so as to remove reaction water and solvent or diluent, if any, therefrom.
Claim 3
Dependent Claim
35 words
The process as claimed in claim 1, wherein the formaldehyde is used in free form or in the form of an aqueous about 30-38 weight % solution, or in the form of paraformaldehyde or trioxane.
Claim 4
Dependent Claim
17 words
The process as claimed in claim 1, wherein the substituent R 1 stands for a phenyl radical.
Claim 5
Dependent Claim
18 words
The process as claimed in claim 1, wherein the basic catalyst is sodium hydroxide or a sodium alcoholate.
Claim 6
Dependent Claim
49 words
The process as claimed in claim 1, wherein the formaldehyde is used in the form of an aqueous 30-38 weight % formalin solution, the catalyst is an about 20-40 weight % sodium hydroxide solution and the reaction is effected at temperatures within the range about 15° and 25° C.
Claim 7
Dependent Claim
27 words
The process as claimed in claim 1, wherein the solvent or diluent is a low molecular aliphatic alcohol, a linear or cyclic ether or benzene or toluene.
Claim 8
Dependent Claim
52 words
The process as claimed in claim 1, wherein the formaldehyde is used in the form of anhydrous material together with an organic solvent or diluent, the catalyst is a sodium alcoholate solution of low molecular aliphatic alcohols, and the reaction is effected at temperatures within the range about 40° and 60° C.
Claim 9
Dependent Claim
22 words
The process as claimed in claim 1, wherein the sodium alcoholate solution contains between about 0.01 and 0.1 gram atom of sodium.
Claim 10
Dependent Claim
30 words
The process as claimed in claim 1, wherein a basic catalyst is added to the blend of starting materials to establish a pH-value within the range 8 and 9 therein.
Claim 11
Dependent Claim
28 words
The process as claimed in claim 6, wherein the low molecular aliphatic alcohol is methanol or ethanol and the linear or cyclic ether is diethylester, dioxane or tetrahydrofurane.
References Cited (Backward Citations)
US3920733A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-09 | 1980-11-08 | 1981-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-09 | 1984-11-08 | 1985-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-09 | 1988-11-08 | 1989-05-10 | $7700.00 | Window Closed / Lapsed |