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Conditions | Yield |
---|---|
With manganese(IV) oxide; water In isopropyl alcohol at 30℃; under 5171.62 Torr; for 0.25h; | 96% |
Stage #1: ethyl cyanoformate With phosphoric acid In dibutyl ether at 115℃; for 1.5h; Stage #2: With potassium carbonate In ethanol | 50% |
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 140℃; for 12h; Inert atmosphere; | A 80% B 80% |
With di(n-butyl)tin oxide at 140℃; under 2585.81 Torr; for 12h; Inert atmosphere; Autoclave; | A 30 %Chromat. B 60 %Chromat. |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; ammonium iodide In acetonitrile at 40℃; for 12h; | 65% |
With tert.-butylhydroperoxide; ammonium iodide In water; acetonitrile at 40℃; for 12h; | 65% |
ethyl 2-azido-2-hydroxyacetate
A
ethyl N-carbonylcarbamate
B
Ethyl oxamate
Conditions | Yield |
---|---|
In chloroform-d1 at -50℃; for 8h; Photolysis; | A 42% B 29% |
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate
A
1-hydroxy-2-naphthaldehyde
B
Ethyl oxamate
C
ethyl naphthol<1,2-b>furan-2-carboxylate
D
ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate
E
2-(ethoxyoxalylaminomethylene)naphthalen-1-one
Conditions | Yield |
---|---|
In acetone at 20℃; for 2h; Mechanism; Product distribution; Irradiation; | A 26.8% B 15.8% C 2.2% D 1.6% E 10% |
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate
A
1-hydroxy-2-naphthaldehyde
B
Ethyl oxamate
C
ethyl naphthol<1,2-b>furan-2-carboxylate
D
2-(ethoxyoxalylaminomethylene)naphthalen-1-one
Conditions | Yield |
---|---|
In acetone at 20℃; for 2h; Irradiation; Further byproducts given; | A 26.8% B 15.8% C 2.2% D 10% |
In acetone at 20℃; for 2h; Irradiation; Further byproducts given; | A 26.8% B 15.8% C 2.2% D 10% |
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate
A
1-hydroxy-2-naphthaldehyde
B
Ethyl oxamate
C
ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate
D
2-(ethoxyoxalylaminomethylene)naphthalen-1-one
Conditions | Yield |
---|---|
In acetone at 20℃; for 2h; Irradiation; Further byproducts given; | A 26.8% B 15.8% C 1.6% D 10% |
ethyl 2-nitro-3-(2-naphthyl)acrylate
A
Ethyl oxamate
B
ethyl naphthol<1,2-b>furan-2-carboxylate
C
3-[(E)-Hydroxyimino]-3-naphthalen-2-yl-2-oxo-propionic acid ethyl ester
Conditions | Yield |
---|---|
In acetone Irradiation; | A 10.8% B 2.6% C 22% |
Conditions | Yield |
---|---|
With ammonia |
2-ethoxy-2-oxoacetic anhydride
Ethyl oxamate
Conditions | Yield |
---|---|
With diethyl ether; ammonia |
Conditions | Yield |
---|---|
With acetic anhydride |
Conditions | Yield |
---|---|
With ammonia at 0℃; |
Conditions | Yield |
---|---|
With ethanol; ammonia | |
With ammonium hydroxide In ethanol |
Conditions | Yield |
---|---|
With ammonia |
Conditions | Yield |
---|---|
With ammonium sulfate; sulfuric acid elektrolitische Reduktion; |
ethanol
Ethyl oxalyl chloride
A
N-Ethoxy-2-ethoxy-2-oxoacetamid
B
Ethyl oxamate
C
diethyl iminodicarboxylate
Conditions | Yield |
---|---|
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 1718733/; Multistep reaction; |
Ethyl oxalyl chloride
isopropyl alcohol
A
N-Isopropoxycarbonylurethan
B
N-Isopropoxyethoxalamid
C
Ethyl oxamate
Conditions | Yield |
---|---|
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 635639/; Multistep reaction; |
Ethyl oxalyl chloride
cyclohexene
A
N-Aethoxalylcyclohexanonimin
B
Ethyl oxamate
Conditions | Yield |
---|---|
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 906737/; Multistep reaction. Further byproducts given; |
ethyl chloronitroacetate
Ethyl oxamate
Conditions | Yield |
---|---|
at 160 - 180℃; for 21h; | 1.43 g |
Conditions | Yield |
---|---|
at 160 - 180℃; for 16h; | 1.28 g |
5-fluoro-1H-imidazole-4-carboxylic acid ethyl ester
Ethyl oxamate
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether |
Conditions | Yield |
---|---|
With 1-ethyl-piperidine In N-methyl-acetamide; hydrogenchloride; dichloromethane; water; sodium hydrogencarbonate | 4.3 g (67.2 % theor.) |
3-aminomethyl-3-hydroxy-1-azabicyclo[2.2.2]octane
B
Ethyl oxamate
Conditions | Yield |
---|---|
With Hg In dichloromethane |
oxalic acid diethyl ester
urea
A
Ethyl oxamate
B
urethane
C
diethyl iminodicarboxylate
Conditions | Yield |
---|---|
With di(n-butyl)tin oxide at 140℃; for 2h; Inert atmosphere; | A 63 %Chromat. B 63.5 %Chromat. C 15 %Chromat. |
Conditions | Yield |
---|---|
With ammonia; triethylamine at 0 - 20℃; |
methyl 3,3,3-trifluoropyruvate
Ethyl oxamate
2-(ethoxyoxalyl-amino)-3,3,3-trifluoro-2-hydroxy-propionic acid methyl ester
Conditions | Yield |
---|---|
at 20℃; for 16h; | 98% |
Ethyl oxamate
4,5-Dichloro-3-nitro-1,2-diaminobenzene
Conditions | Yield |
---|---|
In ethanol | 96% |
Conditions | Yield |
---|---|
With pyridine for 24h; Reflux; | 95% |
With pyridine for 8h; Reflux; |
4-methyl-2-oxo-2H-chromen-7-yl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate
Ethyl oxamate
Conditions | Yield |
---|---|
With potassium phosphate; [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate In toluene at 100℃; for 48h; Buchwald-Hartwig Coupling; | 94% |
1,2-Diphenylethylenediamine
Ethyl oxamate
3-amino-5,6-diphenyl-2(1H)-pyrazinone
Conditions | Yield |
---|---|
With pyridine for 12h; Reflux; | 93.5% |
Conditions | Yield |
---|---|
In ethanol for 0.0833333h; Heating; | 93% |
In ethanol Heating; |
Ethyl oxamate
anthranilic acid amide
ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate
Conditions | Yield |
---|---|
With acetic acid for 0.5h; Heating; | 92% |
N-(4-methoxybenzyl)hydrazinecarbothioamide
Ethyl oxamate
1-oxamoyl-4-(p-methoxybenzyl)-3-thiosemicarbazide
Conditions | Yield |
---|---|
With sodium methylate In methanol; water | 91% |
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethoxyethylamine In ethanol at 50℃; for 0.166667h; Stage #2: Ethyl oxamate In ethanol at 80℃; | 90% |
In ethanol |
Conditions | Yield |
---|---|
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h; | 90% |
Conditions | Yield |
---|---|
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h; | 90% |
Conditions | Yield |
---|---|
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h; | 90% |
Conditions | Yield |
---|---|
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h; | 90% |
Conditions | Yield |
---|---|
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h; | 90% |
Conditions | Yield |
---|---|
In dichloromethane Reflux; | 90% |
Ethyl oxamate
2-amino(2H4)ethan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium deuteride In tetrahydrofuran | 90% |
With lithium aluminium deuteride In tetrahydrofuran at 0℃; for 10h; Reflux; | 4.4 g |
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 16h; | 88% |
Ethyl oxamate
ethyl 2-amino-2-thioxoacetate
Conditions | Yield |
---|---|
With Lawessons reagent In toluene at 80℃; for 1h; | 87% |
With Lawessons reagent In tetrahydrofuran Reflux; | 83% |
With Lawessons reagent In tetrahydrofuran for 2h; Heating / reflux; | 80% |
4-[(2-aminoethyl)amino]-3-penten-2-one
Ethyl oxamate
N-[2-((Z)-1-Methyl-3-oxo-but-1-enylamino)-ethyl]-oxalamide
Conditions | Yield |
---|---|
In dichloromethane for 0.25h; Heating; | 86% |
Conditions | Yield |
---|---|
With sulfuric acid In acetic acid at 20℃; for 24h; | 83% |
Conditions | Yield |
---|---|
With 1,2-dichloro-ethane Heating; | 82% |
In 1,2-dichloro-ethane for 5h; Carbonylation; Heating; | 82% |
In 1,2-dichloro-ethane for 16h; Condensation; Heating; | 68% |
In dichloromethane at 0 - 25℃; for 12h; | 39% |
4-(2,4,6-trimethylphenyl)-5-aminotriazole
Ethyl oxamate
Conditions | Yield |
---|---|
In acetic acid; acetonitrile | 82% |
Ethyl oxamate
<(Ethoxymethylen)amino>oxoessigsaeure-ethylester
Conditions | Yield |
---|---|
In dichloromethane 1) 1 h, 0 deg C, 2) 2 h, r.t.; | 81% |
Lawessons reagent
sodium hydrogencarbonate
Ethyl oxamate
ethyl 2-amino-2-thioxoacetate
Conditions | Yield |
---|---|
In tetrahydrofuran | 80% |
3-hydrazineylidene-3,4-dihydroquinoxalin-2(1H)-one
Ethyl oxamate
2-hydroxy-1-imino-1H-[1,2,4]triazino[4,3-a]quinoxalin-5(6H)-one
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 8h; | 79% |
Ethyl oxamate
anthranilic acid hydrazide
ethyl 3-amino-4-oxo-3,4-dihydroquinazoline-2-carboxylate
Conditions | Yield |
---|---|
With acetic acid for 0.5h; Heating; | 78% |
Ethyl oxamate
phenylacetylene
ethyl oxo{[(Z)-2-phenylvinyl]amino}acetate
Conditions | Yield |
---|---|
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 78% |
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; anti-Markovnikov hydroamidation; Inert atmosphere; optical yield given as %de; stereoselective reaction; | 78% |
glyoxylic acid ethyl ester
1-(p-toluenesulfonyl)-1H-indole
Ethyl oxamate
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 16h; | 78% |
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