US4594430A
Expired / Lapsed
US
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Synthesis of geminal dinitro compounds
Assignee: United States Department of the Air Force
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Filing: 1985-01-31
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Granted: 1986-06-10
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Expires: 2005-01-31
Abstract
Abstract Geminal dinitro compounds are prepared by reacting an organic nitro compound having a replaceable hydrogen on the carbon to which the nitro group is attached with a source of nitrite ions in the presence of an oxidizing agent and a catalytic amount of an alkali metal ferricyanide.
Inventors
- 👤 Vytautas Grakauskas
- 👤 Lee C. Garver
- 👤 Kurt Baum
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 13:44
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/02; C07D307/26; C07D307/30; C07D307/32; C07D307/33; C07C; C07C201/00; C07C201/06; C07C201/08; C07D305/00; C07D305/02; C07D305/04; C07D305/08
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
131 words
A process for producing a geminal dinitro compound which comprises reacting a nitrite salt selected from the group consisting of alkali metal nitrites and alkaline earth metal nitrites with an organic nitro compound having a replaceable hydrogen atom attached to the carbon atom to which the nitro group is attached, said organic nitro compound having the general formula ##STR6## wherein R and R' are selected from the group consisting of hydrogen, C1 to C4 alkyl, C2 to C6 alkyl ether, C2 to C4 carboxylic acid, C3 to C6 carboxylic acid ester, C6 to C9 cycloalkyl, C7 to C9 alkaryl and C7 to C9 aralkyl, in the presence of an alkali metal persulfate and about 0.05 to about 0.50 moles of an alkali metal ferricyanide per mole of said organic nitro compound.
Claim 2
Dependent Claim
131 words
A process for producing a geminal dinitro compound which comprises reacting a nitrite salt selected from the group consisting of alkali metal nitrites and alkaline earth metal nitrites with an organic nitro compound having a replaceable hydrogen atom attached to the carbon atom to which the nitro group is attached, said organic nitro compound having the general formula ##STR6## wherein R and R' are selected from the group consisting of hydrogen, C1 to C4 alkyl, C2 to C6 alkyl ether, C2 to C4 carboxylic acid, C3 to C6 carboxylic acid ester, C6 to C9 cycloalkyl, C7 to C9 alkaryl and C7 to C9 aralkyl, in the presence of an alkali metal persulfate and about 0.05 to about 0.50 moles of an alkali metal ferricyanide per mole of said organic nitro compound.
Claim 3
Dependent Claim
107 words
A process for producing a geminal dinitro compound which comprises reacting a nitrite salt selected from the group consisting of alkali metal nitrites and alkaline earth metal nitrites with an organic nitro compound having a replaceable hydrogen atom attached to the carbon atom to which the nitro group is attached, said organic nitro compound having the general formula ##STR7## wherein X is selected from the group consisting of O and S, and wherein R" and R'" are C1 to C3 alkylene, in the presence of an alkali metal persulfate and about 0.05 to 0.50 moles of an alkali metal ferricyanide per mole of said organic nitro compound.
Claim 4
Dependent Claim
107 words
A process for producing a geminal dinitro compound which comprises reacting a nitrite salt selected from the group consisting of alkali metal nitrites and alkaline earth metal nitrites with an organic nitro compound having a replaceable hydrogen atom attached to the carbon atom to which the nitro group is attached, said organic nitro compound having the general formula ##STR7## wherein X is selected from the group consisting of O and S, and wherein R" and R'" are C1 to C3 alkylene, in the presence of an alkali metal persulfate and about 0.05 to 0.50 moles of an alkali metal ferricyanide per mole of said organic nitro compound.
Claim 5
Dependent Claim
27 words
The process of claim 1 wherein said ferricyanide is employed in an amount ranging from about 0.10 to about 0.30 moles per mole of said nitro compound.
Claim 6
Dependent Claim
11 words
The process of claim 1 wherein said nitro compound is nitroethane.
Claim 7
Dependent Claim
12 words
The process of claim 1 wherein said nitro compound is methyl 2-nitrobutyrate.
Claim 8
Dependent Claim
13 words
The process of claim 1 wherein said nitro compound is 2-nitropropyl methyl ether.
Claim 9
Dependent Claim
11 words
The process of claim 2 wherein said nitro compound is 3-nitrooxetane.
Claim 10
Dependent Claim
27 words
The process of claim 2 wherein said ferricyanide is employed in an amount ranging from about 0.10 to about 0.30 moles per mole of said nitro compound.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1989-06-09 | 1989-12-09 | 1990-06-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-06-09 | 1993-12-09 | 1994-06-10 | $3760.00 | Window Closed / Lapsed |
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