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US4248795A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of organic sulfone compounds

Assignee: Rhone Poulenc Nederland BV
•
Filing: 1977-02-10
•
Granted: 1981-02-03
•
Expires: 1997-02-10
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Abstract

Abstract An improved process for preparing an organic sulfone compound by oxidizing the corresponding sulfide compound with an aqueous peracid solution.

Inventors

  • 👤 John K. Chan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 09:51
CPC Classifications
C; C07; C07C; C07C315/00; C07C315/02

Claims Analysis

Total Claims: 37
Claim 1
Independent Claim 46 words
In a process for preparing an organic sulfone by treating the corresponding sulfide compound with a peracid; the improvement which comprises conducting said process in the presence of from about 50 to about 95 weight percent water based on the total weight of water and peracid.
Claim 2
Dependent Claim 46 words
In a process for preparing an organic sulfone by treating the corresponding sulfide compound with a peracid; the improvement which comprises conducting said process in the presence of from about 50 to about 95 weight percent water based on the total weight of water and peracid.
Claim 3
Dependent Claim 33 words
A process according to claim 1 wherein said process is conducted in the presence of from about 55 to about 75 weight percent water based on the total weight of water and peracid.
Claim 4
Dependent Claim 27 words
A process according to claim 1 wherein said peracid is selected from the group consisting of performic acid, peracetic acid, perpropionoic acid, perhexanoic acid, or perpentanoic acid.
Claim 5
Dependent Claim 20 words
A process according to claim 1 wherein said peracid is selected from the group consisting of performic or peracetic acid.
Claim 6
Dependent Claim 33 words
A process according to claim 1 wherein the concentration of said peracid is from about 2 to about 4 moles of peracid per equivalent of sulfide functional unit present in the sulfide reactant.
Claim 7
Dependent Claim 33 words
A process according to claim 1 wherein the concentration of said peracid is from about 2.2 to about 3 moles of peracid per equivalent of sulfide functional unit present in the sulfide reactant.
Claim 8
Dependent Claim 20 words
A process according to claim 1 which is conducted at a temperature of from about 0° to about 120° C.
Claim 9
Dependent Claim 20 words
A process according to claim 1 which is conducted at a temperature of from about 25° to about 75° C.
Claim 10
Dependent Claim 168 words
A process for preparing a compound of the formula: ##STR3## which comprises treating a compound of the formula: ##STR4## with an aqueous peracid solution, wherein: n is 0 to 10; R 1 is alkyl, phenyl, phenylalkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl all of which may be substituted with one or more chloro, fluoro, bromo, cyano, nitro, alkyl, alkoxy, alkylsulfonyl or alkoxyalkyl groups; R 2 and R 3 are individually hydrogen or either substituted or unsubstituted alkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, cyano, nitro or alkoxy groups; R 4 is hydrogen, chloro, fluoro, bromo, cyano, alkyl, alkylsulfonyl, alkoxy, carbalkoxyalkylsulfonyl, alkoxyalkyl or alkylsulfonylalkyl groups in which any alkyl moiety may be substituted with one or more chloro, bromo, fluoro, cyano, amido or nitro group; Z is hydrogen or ##STR5## wherein: R 5 and R 6 are individually hydrogen or either substituted or unsubstituted alkyl, phenyl or phenylalkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, nitro, cyano, alkyl or alkoxy groups.
Claim 11
Dependent Claim 168 words
A process for preparing a compound of the formula: ##STR3## which comprises treating a compound of the formula: ##STR4## with an aqueous peracid solution, wherein: n is 0 to 10; R 1 is alkyl, phenyl, phenylalkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl all of which may be substituted with one or more chloro, fluoro, bromo, cyano, nitro, alkyl, alkoxy, alkylsulfonyl or alkoxyalkyl groups; R 2 and R 3 are individually hydrogen or either substituted or unsubstituted alkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, cyano, nitro or alkoxy groups; R 4 is hydrogen, chloro, fluoro, bromo, cyano, alkyl, alkylsulfonyl, alkoxy, carbalkoxyalkylsulfonyl, alkoxyalkyl or alkylsulfonylalkyl groups in which any alkyl moiety may be substituted with one or more chloro, bromo, fluoro, cyano, amido or nitro group; Z is hydrogen or ##STR5## wherein: R 5 and R 6 are individually hydrogen or either substituted or unsubstituted alkyl, phenyl or phenylalkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, nitro, cyano, alkyl or alkoxy groups.
Claim 12
Dependent Claim 11 words
A process according to claim 9 wherein R 1 is alkyl.
Claim 13
Dependent Claim 13 words
A process according to claim 9 wherein n is 0, 1 or 2.
Claim 14
Dependent Claim 24 words
A process according to claim 9 wherein R 2 and R 3 are individually hydrogen or alkyl having from 1 to 4 carbon atoms.
Claim 15
Dependent Claim 20 words
A process according to claim 9 wherein R 4 is hydrogen or alkyl having from 1 to 4 carbon atoms.
Claim 16
Dependent Claim 10 words
A process according to claim 9 wherein Z is hydrogen.
Claim 17
Dependent Claim 21 words
A process according to claim 9 wherein Z is ##STR6## wherein: R 5 and R 6 are individually hydrogen or alkyl.
Claim 18
Dependent Claim 31 words
A process according to claim 9 wherein said aqueous peracid solution includes from about 50 to about 95 weight percent water based on the total weight of the aqueous peracid solution.
Claim 19
Dependent Claim 31 words
A process according to claim 9 wherein said aqueous peracid solution includes from about 55 to about 75 weight percent water based on the total weight of the aqueous peracid solution.
Claim 20
Dependent Claim 20 words
A process according to claim 9 wherein said peracid is selected from the group consisting of performic or peracetic acid.
Claim 21
Dependent Claim 32 words
A process according to claim 9 wherein the concentration of said peracid is from about 2 to 4 moles of peracid per equivalent of sulfide functional unit present in the sulfide reactant.
Claim 22
Dependent Claim 32 words
A process according to claim 9 wherein the concentration of said peracid is from about 2.2 to 3 moles of peracid per equivalent of sulfide function unit present in the sulfide reactant.
Claim 23
Dependent Claim 20 words
A process according to claim 9 which is conducted at a temperature of from about 0° to about 120° C.
Claim 24
Dependent Claim 21 words
A process according to claim 9 which is conducted at a temperature of from about 25° C. to about 75° C.
Claim 25
Dependent Claim 30 words
A process for preparing a compound of the formula: ##STR7## which comprises treating a compound of the formula: ##STR8## with an aqueous peracid solution, wherein: Z is hydrogen or ##STR9##
Claim 26
Dependent Claim 30 words
A process for preparing a compound of the formula: ##STR7## which comprises treating a compound of the formula: ##STR8## with an aqueous peracid solution, wherein: Z is hydrogen or ##STR9##
Claim 27
Dependent Claim 31 words
A process according to claim 23 wherein said aqueous peracid solution includes from about 50 to about 95 weight percent water based on the total weight of the aqueous peracid solution.
Claim 28
Dependent Claim 31 words
A process according to claim 23 wherein said aqueous peracid solution includes from about 55 to about 75 weight percent water based on the total weight of the aqueous peracid solution.
Claim 29
Dependent Claim 27 words
A process according to claim 23 wherein said peracid is selected from the group consisting of performic acid, peracetic acid, perpropionic acid, perhexanoic acid or perpentanoic acid.
Claim 30
Dependent Claim 20 words
A process according to claim 23 wherein said peracid is selected from the group consisting of performic or peracetic acid.
Claim 31
Dependent Claim 28 words
A process according to claim 23 wherein the concentration of said peracid is from about 2 to about 4 moles of peracid per equivalent of sulfide functional unit.
Claim 32
Dependent Claim 33 words
A process according to claim 23 wherein the concentration of said peracid is from about 2.2 to about 3 moles of peracid per equivalent of sulfide functional unit present in the sulfide reactant.
Claim 33
Dependent Claim 24 words
A process according to claim 23 which is conducted at a temperature in the range of from about 0° C. to about 120° C.
Claim 34
Dependent Claim 24 words
A process according to claim 23 which is conducted at a temperature in the range of from about 25° C. to about 75° C.
Claim 35
Dependent Claim 188 words
A process for preparing a compound of the formula: ##STR10## by reacting a compound of the formula: ##STR11## wherein: n is 0 to 10; R 1 is alkyl, phenyl, phenylalkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl all of which may be unsubstituted or substituted with one or more chloro, fluoro, bromo, cyano, nitro, alkyl, alkoxy, alkylsulfonyl or alkoxyalkyl groups; R 2 and R 3 are individually hydrogen or either substituted or unsubstituted alkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, cyano, nitro or alkoxy groups; R 4 is hydrogen, chloro, fluoro, bromo, cyano, alkyl, alkylsulfonyl, alkoxy, carboalkoxyalkylsulfonyl, alkoxyalkyl or alkylsulfonylalkyl, groups in which any alkyl moiety may be substituted with one or more chloro, bromo, fluoro, cyano, amido or nitro group; Z is hydrogen or ##STR12## wherein R 5 and R 6 are individually hydrogen or either substituted or unsubstituted alkyl, phenyl or phenylalkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, nitro, cyano, alkyl or alkoxy groups; with a peracid in the presence of from 50 to about 95 weight percent water based on the total weight of water and peracid.
Claim 36
Dependent Claim 188 words
A process for preparing a compound of the formula: ##STR10## by reacting a compound of the formula: ##STR11## wherein: n is 0 to 10; R 1 is alkyl, phenyl, phenylalkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl all of which may be unsubstituted or substituted with one or more chloro, fluoro, bromo, cyano, nitro, alkyl, alkoxy, alkylsulfonyl or alkoxyalkyl groups; R 2 and R 3 are individually hydrogen or either substituted or unsubstituted alkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, cyano, nitro or alkoxy groups; R 4 is hydrogen, chloro, fluoro, bromo, cyano, alkyl, alkylsulfonyl, alkoxy, carboalkoxyalkylsulfonyl, alkoxyalkyl or alkylsulfonylalkyl, groups in which any alkyl moiety may be substituted with one or more chloro, bromo, fluoro, cyano, amido or nitro group; Z is hydrogen or ##STR12## wherein R 5 and R 6 are individually hydrogen or either substituted or unsubstituted alkyl, phenyl or phenylalkyl wherein the permissible substituents are one or more chloro, fluoro, bromo, nitro, cyano, alkyl or alkoxy groups; with a peracid in the presence of from 50 to about 95 weight percent water based on the total weight of water and peracid.
Claim 37
Dependent Claim 29 words
A process according to claim 32, wherein said peracid is selected from the group consisting of performic acid, peracetic acid, perpropionic acid, perbutanoic acid, perpentanoic acid and perhexanoic acid.

References Cited (Backward Citations)

DE2436817A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-02-03 1984-08-04 1985-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-02-03 1988-08-04 1989-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-02-03 1992-08-04 1993-02-03 $7700.00 Window Closed / Lapsed

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