US3962053A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Nitro group displacement
Assignee: Purdue Research Foundation
•
Filing: 1973-06-13
•
Granted: 1976-06-08
•
Expires: 1993-06-13
Abstract
Abstract Esters, ketones, nitriles and nitro compounds bearing an α-nitro substituent react with certain salts of aliphatic nitro compounds with displacement of the α-nitro substituent. The resulting products are esters, ketones, nitriles and nitro compounds bearing a β-nitro substituent. Very good yields of the products are obtained when the reaction is run in an aprotic solvent. The β-nitro products are useful in the treatment of various plant pathogens. The method is applicable to the preparation of a variety of β-nitroesters, β-nitroketones, β-nitronitriles and α,β-dinitro compounds. Many of these β-nitro compounds are novel compounds not known heretofore.
Inventors
- 👤 Nathan Kornblum
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 17:08
CPC Classifications
B; B01; B01J; B01J19/00; B01J19/08; B01J19/12; B01J19/122; C; C07; C07C; C07C201/00; C07C201/06; C07C205/00; C07C205/49; C07C205/50; C07C205/51; C07C205/53; C07C205/55; C07C253/00; C07C253/30; C07C2601/00; C07C2601/04; C07C2601/06; C07C2601/08; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
205 words
A method for the preparation of a compound having the formula ##EQU8## which comprises treating a nitro compound having the formula ##EQU9## with at least one mole of a salt of a nitro compound having the formula ##EQU10## at a temperature within the range of 0° to 50° C. in a polar, aprotic solvent, wherein A is --CO 2 Q, --CN, --NO 2 , or ##EQU11## R separately is C 1 -C 4 nontertiary alkyl, C 4 -C 6 cycloalkyl or phenyl p-chlorophenyl p-methoxyphenyl, p-tolyl; R 1 separately is C 1 -C 4 nontertiary alkyl, C 4 -C 6 cycloalkyl, phenyl, --CO 2 Q or --CN; or R and R 1 taken together with the carbon to which they are attached form a C 4 -C 6 cycloalkyl ring; R 2 separately is C 1 -C 4 nontertiary alkyl or phenyl; R 3 separately is C 1 -C 4 nontertiary alkyl, phenyl or hydrogen; or R 2 and R 3 taken together with the carbon to which they are attached form a C 4 -C 6 cycloalkyl ring; M is lithium, sodium, or potassium; Q is C 1 -C 6 alkyl or phenyl; and Q 1 is phenyl or C 4 -C 8 tertiary alkyl.
Claim 2
Independent Claim
205 words
A method for the preparation of a compound having the formula ##EQU8## which comprises treating a nitro compound having the formula ##EQU9## with at least one mole of a salt of a nitro compound having the formula ##EQU10## at a temperature within the range of 0° to 50° C. in a polar, aprotic solvent, wherein A is --CO 2 Q, --CN, --NO 2 , or ##EQU11## R separately is C 1 -C 4 nontertiary alkyl, C 4 -C 6 cycloalkyl or phenyl p-chlorophenyl p-methoxyphenyl, p-tolyl; R 1 separately is C 1 -C 4 nontertiary alkyl, C 4 -C 6 cycloalkyl, phenyl, --CO 2 Q or --CN; or R and R 1 taken together with the carbon to which they are attached form a C 4 -C 6 cycloalkyl ring; R 2 separately is C 1 -C 4 nontertiary alkyl or phenyl; R 3 separately is C 1 -C 4 nontertiary alkyl, phenyl or hydrogen; or R 2 and R 3 taken together with the carbon to which they are attached form a C 4 -C 6 cycloalkyl ring; M is lithium, sodium, or potassium; Q is C 1 -C 6 alkyl or phenyl; and Q 1 is phenyl or C 4 -C 8 tertiary alkyl.
Claim 3
Dependent Claim
18 words
A method as in claim 1 wherein the temperature is within the range of 20° to 35° C.
Claim 4
Dependent Claim
20 words
A method as in claim 1 wherein the reaction is conducted in the presence of light in the visible spectrum.
Claim 5
Dependent Claim
15 words
A method as in claim 1 wherein the reaction is conducted in an inert atmosphere.
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) | 1979-06-08 | 1979-12-08 | 1980-06-08 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-06-08 | 1983-12-08 | 1984-06-08 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-06-08 | 1987-12-08 | 1988-06-08 | $7700.00 | Window Closed / Lapsed |