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Conditions | Yield |
---|---|
With sodium methylate | |
With potassium ethoxide In ethanol | |
With sodium ethanolate In ethanol at 0 - 8℃; for 0.5h; Ring cleavage; | |
at -258.16℃; Wavelength; Time; Inert atmosphere; UV-irradiation; |
trans-1,4-dicyano-2-butene
cyanoacetaldehyde
Conditions | Yield |
---|---|
With dimethylsulfide; oxygen; ozone multistep reaction, ozonolyse of olefins; other olefin; | |
With dimethylsulfide; oxygen; ozone MeOH, CH2Cl2, 1) -40 deg C, 2) -40 deg C to RT; Yield given. Multistep reaction; |
ethyl 3-(N-tert-butylamino)propenoate
A
cyanoacetaldehyde
B
3-hydroxylacrylic nitrile
Conditions | Yield |
---|---|
at 400 - 600℃; under 1E-05 - 0.0001 Torr; |
2,2-dimethyl-5-<(tert-butylamino)methylene>-1,3-dioxane-4,6-dione
A
cyanoacetaldehyde
B
(Z)-3-hydroxypropenenitrile
C
(E)-3-hydroxypropenenitrile
D
acetone
Conditions | Yield |
---|---|
at 550℃; under 1E-05 - 0.0001 Torr; Further byproducts given; | |
at 550℃; under 1E-05 - 0.0001 Torr; other 5-<(alkylamino)methylene>-2,2-dimethyl-1,3-dioxane-4,6-diones; |
Conditions | Yield |
---|---|
With dimethylsulfide; oxygen; ozone CH2Cl2, 1) -40 deg C, 2) -40 deg C to RT; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With sodium hydride In diethyl ether; ethanol Ambient temperature; overnight; | |
With sodium hydride In ethanol; toluene at 20℃; for 25h; Cooling with ice; | |
With sodium In ethanol Reflux; |
Conditions | Yield |
---|---|
at 25℃; Rate constant; |
Conditions | Yield |
---|---|
In sulfuric acid anodic oxidation at Pt or PbO2; Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform; water for 15h; | |
With water; trifluoroacetic acid at 5 - 10℃; for 6h; Inert atmosphere; | |
With water; trifluoroacetic acid In chloroform at 20℃; |
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; osmium (III) chloride; dihydrogen peroxide In acetonitrile at 70℃; for 4h; Product distribution; Further Variations:; Reagents; Temperatures; Solvents; |
Conditions | Yield |
---|---|
at 350℃; Product distribution; Further Variations:; Temperatures; |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; iron(III) chloride at 120℃; under 3800.26 - 7600.51 Torr; for 10h; |
Conditions | Yield |
---|---|
With potassium 2-methylbutan-2-olate In tetrahydrofuran; toluene at 0 - 20℃; for 78h; |
Conditions | Yield |
---|---|
In methanol; dichloromethane for 4h; Heating; | 95% |
cyanoacetaldehyde
(2,4-dinitro-phenyl)-hydrazine
3-(2,4-dinitro-phenylhydrazono)-propionitrile
Conditions | Yield |
---|---|
In methanol; dichloromethane for 6h; Heating; | 93% |
cyanoacetaldehyde
ethyl 5-acetamido-2-amino-4-ethoxybenzoate
ethyl 2-[(2-cyanovinyl)amino]-4-ethoxy-5-acetylamidobenzoate
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 12h; | 92% |
Conditions | Yield |
---|---|
In methanol; dichloromethane for 24h; Heating; | 90% |
cyanoacetaldehyde
methyl 5-acetamido-2-amino-4-ethoxybenzoate
methyl 5-acetamido-2-[(2-cyanovinyl)amino]-4-ethoxybenzoate
Conditions | Yield |
---|---|
In ethyl acetate at 20℃; for 12h; | 90% |
cyanoacetaldehyde
phenylmagnesium bromide
3-hydroxy-3-phenylpropanenitrile
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.208333h; Grignard reaction; Inert atmosphere; chemoselective reaction; | 85% |
Conditions | Yield |
---|---|
In methanol; dichloromethane for 24h; Heating; | 84% |
Conditions | Yield |
---|---|
In methanol; dichloromethane for 24h; Heating; | 80% |
cyanoacetaldehyde
6-chloro-2-(4-fluoroindolin-2-yl)pyridin-3-ol
C16H11ClFN3O
Conditions | Yield |
---|---|
With methanesulfonic acid In tetrahydrofuran at 40℃; | 76% |
Conditions | Yield |
---|---|
With acetic acid Reflux; | 75% |
cyanoacetaldehyde
C11H15N3O3
2-[(2-Cyanovinyl)amino]-4-ethoxy-5-acetylamido benzoylamide
Conditions | Yield |
---|---|
trifluoroacetic acid In ethyl acetate | 68% |
cyanoacetaldehyde
N,N-dimethyl-formamide dimethyl acetal
α-cyano-β-dimethylaminoacrolein
Conditions | Yield |
---|---|
In methanol; dichloromethane for 1h; Ambient temperature; | 65% |
cyanoacetaldehyde
acetic acid 5-amino-4-iodo-2-methyl-phenyl ester
Acetic acid 5-((E)-2-cyano-vinylamino)-4-iodo-2-methyl-phenyl ester
Conditions | Yield |
---|---|
In chloroform; water; ethyl acetate for 7h; | 65% |
2-hydroxyethylhydrazine
cyanoacetaldehyde
5-amino-1-(2-hydroxyethyl)-1H-pyrazole
Conditions | Yield |
---|---|
In methanol; dichloromethane for 4h; Heating; | 60% |
cyanoacetaldehyde
Conditions | Yield |
---|---|
With sodium; phenol In methanol; ethanol; dichloromethane at 50℃; for 1h; | 60% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at 40℃; for 2h; | 60% |
cyanoacetaldehyde
4-chlorobenzaldehyde
4-Oxo-1-phenyl-4,5,6,7-tetrahydrobenopyrazole
Conditions | Yield |
---|---|
With ammonium acetate In neat (no solvent) at 110℃; Microwave irradiation; | 50% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at 40℃; for 2h; | 33% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at 40℃; for 2h; | 30% |
cyanoacetaldehyde
2-fluoro-4-chloroaniline
Conditions | Yield |
---|---|
In methanol; dichloromethane at 40℃; for 2h; | 28% |
Conditions | Yield |
---|---|
In methanol; dichloromethane at 40℃; for 2h; | 20% |
Conditions | Yield |
---|---|
at 300 - 320℃; Anilin im Ueberschuss; | |
at 300 - 320℃; |
cyanoacetaldehyde
4-nitrophenylhydrazone
3-(4-nitro-phenylhydrazono)-propionitrile
cyanoacetaldehyde
Dicyano-2,4-hydroxy-3-butanal
Conditions | Yield |
---|---|
With potassium hydroxide In water at 19.5℃; Rate constant; pH 6 - 12; |
cyanoacetaldehyde
semicarbazide hydrochloride
5-aminopyrazole-1-carboxamide
Conditions | Yield |
---|---|
In water for 5h; | 2.4 g |
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