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Process for preparing alkyl or aryl phosphorus halides and mixed isomers thereof

Assignee: Stauffer Chemical Co
•
Filing: 1971-06-10
•
Granted: 1975-07-29
•
Expires: 1991-06-10
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Abstract

Abstract Alkyl or aryl phosphonic or phosphonothioic dihalides and phosphinic or phosphinothioic monohalides are prepared by reacting an alkyl halide or aryl halide respectively with a trivalent phosphorus compound having at least two halogens attached thereto, and preferably three halogens such as phosphorus trihalide, in the presence of P4O10 or P4S10 under at least autogenous pressure at a temperature of from 200*C. to 450*C. The compounds obtained are useful as constituents in insecticides, fungicides, pharmaceuticals, and as intermediates in preparation of other organophosphorus compounds.

Inventors

  • 👤 Arthur D F Toy
  • 👤 Eugene H Uhing

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 23:05
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/30; C07F9/34; C07F9/42

Claims Analysis

Total Claims: 59
Claim 1
Independent Claim 8 words
A METHOD FOR PREPARING COMPOUNDS OF THE FORMULA:
Claim 2
Independent Claim 8 words
A METHOD FOR PREPARING COMPOUNDS OF THE FORMULA:
Claim 3
Dependent Claim 11 words
The method as recited in claim 1 wherein R1 is halogen.
Claim 4
Dependent Claim 13 words
The method as recited in claim 1 wherein R1 and X are chlorine.
Claim 5
Dependent Claim 11 words
The method as recited in claim 1 wherein Y is oxygen.
Claim 6
Dependent Claim 11 words
The method as recited in claim 1 wherein Y is sulfur.
Claim 7
Dependent Claim 15 words
The method as recited in claim 1 wherein R is a C1 to C4 alkyl.
Claim 8
Dependent Claim 14 words
The method as recited in claim 1 wherein R is aryl of one ring.
Claim 9
Dependent Claim 15 words
The method as recited in claim 1 wherein n is 1 and m is 1.
Claim 10
Dependent Claim 22 words
The method as recited in claim 1 wherein said reaction is conducted at a temperture of from about 250*C. to about 350*C.
Claim 11
Dependent Claim 38 words
The method recited rcited in claim 1 wherein R is a C2 alkyl and n is 1 and wherein the reaction mixture further includes a hydrocarbon diluent selected from the group consisting of benzene, ethane, cyclohexane, and ethylene.
Claim 12
Dependent Claim 12 words
The method as recited in claim 10 wherein said diluent is ethylene.
Claim 13
Dependent Claim 46 words
The method as recited in claim 1 wherein R is an aryl radical of up to 3 fused rings, and wherein the reaction mixture further includes a compound of the formula RH wherein R is the same parent radical forming the R(X)n used in the reaction.
Claim 14
Dependent Claim 13 words
The method as recited in claim 12 wherein said aryl halide is chlorobenzene.
Claim 15
Dependent Claim 15 words
The method as recited in claim 12 wherein the trivalent phosphorus compound is phosphorus trichloride.
Claim 16
Dependent Claim 13 words
The method as recited in claim 12 wherein the phosphorus compound is P4O10.
Claim 17
Dependent Claim 13 words
The method as recited in claim 12 wherein said phosphorus compound is P4S10.
Claim 18
Dependent Claim 12 words
The method as recited in claim 12 wherein said diluent is benzene.
Claim 19
Dependent Claim 20 words
The method as recited in claim 12 wherein said reaction is conducted at a temperature of from 250*C. to 350*C.
Claim 20
Dependent Claim 18 words
The method as recited in claim 15 wherein the reaction is conducted in the presence of glass wool.
Claim 21
Dependent Claim 25 words
The method as recited in claim 12 wherein said aryl halide is chlorobenzene, said trivalent phosphorus compound is phosphorus trichloride, and said diluent is benzene.
Claim 22
Dependent Claim 4 words
Compounds of the formula:
Claim 23
Dependent Claim 4 words
Compounds of the formula:
Claim 24
Dependent Claim 10 words
Compounds as recited in claim 21 wherein Y is oxygen.
Claim 25
Dependent Claim 10 words
Compounds as recited in claim 21 wherein Y is sulfur.
Claim 26
Dependent Claim 10 words
Compounds as recited in claim 21 wherein n'''' is 0.
Claim 27
Dependent Claim 10 words
Compounds as recited in claim 21 wherein n'' is 2.
Claim 28
Dependent Claim 4 words
Compounds of the formula:
Claim 29
Dependent Claim 4 words
Compounds of the formula:
Claim 30
Dependent Claim 10 words
Compounds as recited in claim 26 wherein X is chlorine.
Claim 31
Dependent Claim 10 words
Compounds as recited in claim 26 wherein R2 is ethylene.
Claim 32
Dependent Claim 4 words
Compounds of the formula:
Claim 33
Dependent Claim 4 words
Compounds of the formula:
Claim 34
Dependent Claim 10 words
Compounds as recited in claim 29 wherein Y is oxygen.
Claim 35
Dependent Claim 10 words
Compounds as recited in claim 29 wherein Y is sulfur.
Claim 36
Dependent Claim 10 words
Compounds as recited in claim 29 wherein R1 is halogen.
Claim 37
Dependent Claim 10 words
Compounds as recited in claim 29 wherein R1 is chlorine.
Claim 38
Dependent Claim 10 words
Compounds as recited in claim 29 wherein X is chlorine.
Claim 39
Dependent Claim 16 words
Compounds as recited in claim 29 wherein n'''''''' is an integer of from 1 to 2.
Claim 40
Dependent Claim 4 words
Compounds of the formula:
Claim 41
Dependent Claim 4 words
Compounds of the formula:
Claim 42
Dependent Claim 10 words
Compounds as recited in claim 36 wherein R1 is halogen.
Claim 43
Dependent Claim 10 words
Compounds as recited in claim 36 wherein R1 is chlorine.
Claim 44
Dependent Claim 10 words
Compounds as recited in claim 36 wherein X is chlorine.
Claim 45
Dependent Claim 9 words
Compounds as recited in claim 36 wherein n''''''''''is 2.
Claim 46
Dependent Claim 8 words
A process for preparing compounds of the formula:
Claim 47
Dependent Claim 8 words
A process for preparing compounds of the formula:
Claim 48
Dependent Claim 13 words
The process as recited in claim 41 wherein R1 and X are chlorine.
Claim 49
Dependent Claim 19 words
The process as recited in claim 41 wherein the free bonds of the alkyl monohalide are satisfied by hydrogens.
Claim 50
Dependent Claim 8 words
A process for preparing compounds of the formula:
Claim 51
Dependent Claim 8 words
A process for preparing compounds of the formula:
Claim 52
Dependent Claim 21 words
The process as recited in claim 41 wherein the free valence bonds of the ethylenically unsaturated compound are satisfied by hydrogens.
Claim 53
Dependent Claim 13 words
The process as recited in claim 41 wherein R1 and X are chlorine.
Claim 54
Dependent Claim 11 words
The process as recited in claim 41 wherein Y is sulfur.
Claim 55
Dependent Claim 4 words
Compounds of the formula:
Claim 56
Dependent Claim 4 words
Compounds of the formula:
Claim 57
Dependent Claim 10 words
Compounds as recited in claim 48 wherein R1 is halogen.
Claim 58
Dependent Claim 10 words
Compounds as recited in claim 48 wherein R1 is chlorine.
Claim 59
Dependent Claim 10 words
Compounds as recited in claim 48 wherein X is chlorine.

References Cited (Backward Citations)

US2345690A Cited
US2772308A Cited
US2847458A Cited
US3149137A Cited
US3256370A Cited
US3143569A Cited
US3579576A Cited
US3461189A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-07-28 1979-01-27 1979-07-29 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-07-28 1983-01-27 1983-07-29 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-07-28 1987-01-27 1987-07-29 $7700.00 Window Closed / Lapsed

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