UST100903I4 - Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants - Google Patents
Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants Download PDFInfo
- Publication number
- UST100903I4 UST100903I4 US06/137,204 US13720480A UST100903I4 US T100903 I4 UST100903 I4 US T100903I4 US 13720480 A US13720480 A US 13720480A US T100903 I4 UST100903 I4 US T100903I4
- Authority
- US
- United States
- Prior art keywords
- preparation
- oxidative carbonylation
- oxamide
- carbon monoxide
- oxalate esters
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/34—Esters of acyclic saturated polycarboxylic acids having an esterified carboxyl group bound to an acyclic carbon atom
- C07C69/36—Oxalic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A process for the preparation of nitrogen fertilizers, especially oxamide, either indirectly or directly from oxalate esters, including the regeneration of the quinone oxidant utilized in the formation of the above esters.
Preparation of oxalate esters by the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt with or without a corresponding metal oxidant salt and an optionally substituted quinone. High yields of isolated dialkyl oxalates are obtained by regulating temperature and carbon monoxide pressure and by maintaining essentially anhydrous conditions. In addition, high yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered.
Preparation of oxamide, a potential slow-release nitrogen fertilizer via the oxidative carbonylation of alcohols with carbon monoxide in the presence of a catalytic amount of a platinum group metal salt and an optionally substituted quinone followed by ammoniation of the filtered reaction mixture at room temperature, or below. High yields of isolated oxamide were obtained by regulating the temperature and pressure during the oxidative carbonylation and maintaining essentially anhydrous conditions throughout the process. In addition, nearly quantitative yields of the hydroquinones (1,4-dihydroxybenzenes) are recovered for recycle along with the solvents.
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/137,204 UST100903I4 (en) | 1980-04-04 | 1980-04-04 | Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants |
| US06/164,418 US4379939A (en) | 1980-04-04 | 1980-06-30 | Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/137,204 UST100903I4 (en) | 1980-04-04 | 1980-04-04 | Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/164,418 Continuation US4379939A (en) | 1980-04-04 | 1980-06-30 | Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UST100903I4 true UST100903I4 (en) | 1981-08-04 |
Family
ID=22476259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US06/137,204 Pending UST100903I4 (en) | 1980-04-04 | 1980-04-04 | Preparation of nitrogen fertilizers from oxalate esters prepared by the oxidative carbonylation of alcohols over noble metal catalysts utilizing regenerable 2,5-cyclohexadiene-1,4-dione oxidants |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | UST100903I4 (en) |
-
1980
- 1980-04-04 US US06/137,204 patent/UST100903I4/en active Pending
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