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US4045561A
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Pesticidal pyrimidinyl phosphorus esters
Assignee: Sandoz AG
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Filing: 1976-03-29
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Granted: 1977-08-30
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Expires: 1996-03-29
Abstract
Abstract The present invention concerns novel pyrimidinyl phosphoric and thiophosphoric esters. <IMAGE> wherein R1, R2 and R3 are substituents, e.g.
Inventors
- 👤 Herbert Muhle
- 👤 Karlheinz Milzner
- 👤 Fritz Reisser
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 18:43
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/645; C07F9/6509; C07F9/6512
Claims Analysis
Total Claims: 43
Claim 1
Independent Claim
154 words
A compound of the formula: ##STR10## wherein R 1 and R 2 , are each, independently, alkyl-(C 1 -C 6 ), R 3 is alkyl (C 1 -C 6 ), cycloalkyl (C 3 -C 8 ), phenyl phenyl substituted by 1 to 3 members of the group chlorine, bromine and alkyl (C 1 -C 3 ), R 4 is a radical -NR 5 R 6 wherein R 5 and R 6 are each independently, hydrogen or alkyl (C 1 -C 6 ), or R 5 and R 6 together with the nitrogen atom to which they are bound form piperdino, morpholino or pyrrolidino, or a radical --WR 7 wherein W is oxygen or sulphur and R 7 is alkyl (C 1 -C 6 ) Q and Y are each, independently, sulphur or oxygen and Z is oxygen, sulphur or a radical ##STR11## wherein R 8 is hydrogen or alkyl (C 1 -C 5 ).
Claim 2
Dependent Claim
154 words
A compound of the formula: ##STR10## wherein R 1 and R 2 , are each, independently, alkyl-(C 1 -C 6 ), R 3 is alkyl (C 1 -C 6 ), cycloalkyl (C 3 -C 8 ), phenyl phenyl substituted by 1 to 3 members of the group chlorine, bromine and alkyl (C 1 -C 3 ), R 4 is a radical -NR 5 R 6 wherein R 5 and R 6 are each independently, hydrogen or alkyl (C 1 -C 6 ), or R 5 and R 6 together with the nitrogen atom to which they are bound form piperdino, morpholino or pyrrolidino, or a radical --WR 7 wherein W is oxygen or sulphur and R 7 is alkyl (C 1 -C 6 ) Q and Y are each, independently, sulphur or oxygen and Z is oxygen, sulphur or a radical ##STR11## wherein R 8 is hydrogen or alkyl (C 1 -C 5 ).
Claim 3
Dependent Claim
41 words
A compound of claim 1, wherein R 1 , R 2 and R 3 , are each alkyl (C 1 -C 6 ), R 4 is dialkyl (C 1 -C 6 ) amino and Q, Y and Z are each oxygen.
Claim 4
Dependent Claim
43 words
A compound of claim 1, wherein R 1 , R 2 and R 3 , are each alkyl (C 1 -C 6 ), R 4 is dialkyl (C 1 -C 6 ) amino, Q is sulphur and Y and Z, are each oxygen.
Claim 5
Dependent Claim
44 words
A compound of claim 1, wherein R 1 , R 2 and R 3 , are each alkyl (C 1 -C 6 ), R 4 is dialkyl (C 1 -C 6 ) amino, Q and Y are each are oxygen and Z is -NH-.
Claim 6
Dependent Claim
43 words
A compound of claim 1, wherein R 1 , R 2 and R 3 , are each alkyl (C 1 -C 6 ), R 4 is dialkyl (C 1 -C 6 ) amino, Q and Y are each oxygen and Z is sulphur.
Claim 7
Dependent Claim
40 words
A compound of claim 1, wherein R 1 , R 2 , and R 3 , are each alkyl (C 1 -C 6 ), R 4 is alkoxy (C 1 -C 6 ) and Q, Y and Z are oxygen.
Claim 8
Dependent Claim
42 words
A compound of claim 1, wherein R 1 , R 2 and R 3 , are each alkyl (C 1 -C 6 ), R 4 is alkoxy (C 1 -C 6 ), Q and Y are each oxygen and Z is -NH-.
Claim 9
Dependent Claim
20 words
A compound of claim 1, wherein R 1 and R 2 , are each methyl and R 3 is ethyl.
Claim 10
Dependent Claim
23 words
A compound of claim 1, wherein R 1 and R 2 are each methyl and Y is oxygen and R 3 is ethyl.
Claim 11
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-diethylamino-4-methoxy-pyrimidinyl-6)-thiophosphate.
Claim 12
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-0-(2-dimethylamino-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 13
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dimethylamino-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 14
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-0(2-diethylamino-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 15
Dependent Claim
9 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dimethylamino-b 4-methoxy-pyrimidinyl-6)-thiophosphate.
Claim 16
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-1-(2-diethylamino-4-methoxy-pyrimidinyl-6)-thiophosphate.
Claim 17
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-diethylamino-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 18
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dimethylamino-4-n-propoxy-pyrimidinyl-6)-phosphate.
Claim 19
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-di-n-propylamino-4-methoxy-pyrimidinyl-6)-phosphate.
Claim 20
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-di-n-propoylamino-4-ethoxy-pyrimidinyl-6)-phosphate.
Claim 21
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-diethylamino-4-methoxy-pyrimidinyl-6)-phosphate.
Claim 22
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dimethylamino-4-ethoxy-pyrimidinyl-6)-phosphate.
Claim 23
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-diethylamino-4-ethoxy-pyrimidinyl-6)-phosphate.
Claim 24
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dimethylamino-4-methoxy-pyrimidinyl-6)-phosphate.
Claim 25
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-dmethylamino-4-methylthio-pyrimidinyl-6)-thiophosphate.
Claim 26
Dependent Claim
10 words
The compound of claim 1, which is 0-methyl-0-(2-dimethylamino-4-methoxy-pyrimidinyl-6)-N-methyl-phorphoric ester amide.
Claim 27
Dependent Claim
10 words
The compound of claim 1, which is 0-methyl-0-(2-dimethylamino-4-ethoxy-pyrimidinyl-6)-N-methyl-phosphoric ester amide.
Claim 28
Dependent Claim
10 words
The compound of claim 1, which is 0-methyl-0(2-diethylamino-4-methoxy-pyrmidinyl-6)-methyl-phosphoric ester amide.
Claim 29
Dependent Claim
11 words
The compound of claim 1, which is 0-methyl-0-(2-diethylamino-4-ethoxy-pyrimidinyl-6)-N-methyl phosphoric ester amide.
Claim 30
Dependent Claim
10 words
The compound of claim 1, which is 0-methyl-0-(2-diethylamino-4-methoxy-pyrimidinyl-6)-N-methyl-thionophosphoric ester amide.
Claim 31
Dependent Claim
22 words
An insecticidal composition comprising an insecticidally effective amount of a compound of claim 1, in association with an insecticide carrier or diluent.
Claim 32
Dependent Claim
9 words
The insecticidal composition of claim 30, incorporating a surfactant.
Claim 33
Dependent Claim
24 words
A method of combating insects in a locus which comprises applying to the locus an insecticidally effective amount of a compound of claim 1.
Claim 34
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-0-(2-methoxy-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 35
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-ethoxy-4-methoxy-pyrimidinyl-6)-thiophosphate.
Claim 36
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2,4-diethoxy-pyrimidinyl-6)-thiophosphate.
Claim 37
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-0-(2,4-diethoxy-pyrimidinyl-6)-thiophosphate.
Claim 38
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl-0-(2-methoxy-4-ethoxy-pyrimidinyl-6)-phosphate.
Claim 39
Dependent Claim
8 words
The compound of claim 1, which is 0,0-diethyl0-(2-ethoxy-4-methoxy-pyrimidinyl-6)-phosphate.
Claim 40
Dependent Claim
8 words
The compound of claim 1, which is 0,0-dimethyl-0-(2-n-propoxy-4-methoxy-pyrimidinyl-6)-thiophosphate.
Claim 41
Dependent Claim
11 words
The method of claim 32 in which the compound is 0,0-dimethyl-0-(2-ethoxy-4-methoxy-pyrimidinyl-6)thiophosphate.
Claim 42
Dependent Claim
11 words
The method of claim 32 in which the compound is 0,0-diethyl-0-(2-methoxy-4-ethoxy-pyrimidinyl-6)-thiophosphate.
Claim 43
Dependent Claim
11 words
The method of claim 32 in which the compound is 0,0-dimethyl-0-(2,4-diethoxy-pyrimidinyl-6)-thiophosphate.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-08-29 | 1981-02-28 | 1981-08-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-08-29 | 1985-02-28 | 1985-08-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-08-29 | 1989-02-28 | 1989-08-30 | $7700.00 | Window Closed / Lapsed |