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inquiryformaldehyd
<2,3-dichloro-4-(1-oxobutyl)phenyloxy>acetic acid
ethacrynic acid
Conditions | Yield |
---|---|
With potassium carbonate In ethanol; water at 90℃; for 10h; | 80.5% |
ethacrynic acid
Conditions | Yield |
---|---|
With hydrogenchloride In water; ethyl acetate at 30℃; for 0.5h; pH=2 - 3; | 60.1% |
formaldehyd
2,3-Dichlor-4-butyryl-phenoxyessigsaeure-aethylester
ethacrynic acid
Conditions | Yield |
---|---|
Stage #1: formaldehyd; 2,3-Dichlor-4-butyryl-phenoxyessigsaeure-aethylester With potassium carbonate Aldol condensation; Stage #2: With hydrogenchloride; water | |
With potassium carbonate In ethanol; water for 24h; Aldol Condensation; Reflux; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / toluene / 48 h / Reflux 2: potassium carbonate / ethanol; water / 24 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate; potassium iodide / acetone / 0.5 h 1.2: 4 h / 60 °C 1.3: 2 h / 20 °C 2.1: potassium carbonate / ethanol; water / 10 h / 90 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / ethanol / 0.33 h / 30 °C 1.2: 12 h / 30 - 83 °C 2.1: N,N-dimethyl-formamide / 0.17 h / 30 °C 2.2: 12 h / 100 °C 3.1: N,N-dimethyl-formamide; toluene / 5 h / 20 - 30 °C 4.1: hydrogenchloride / ethyl acetate; water / 0.5 h / 30 °C / pH 2 - 3 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aluminum (III) chloride / carbon disulfide 2: potassium carbonate / toluene / 48 h / Reflux 3: potassium carbonate / ethanol; water / 24 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: potassium carbonate / acetone / 0.5 h 1.2: 3 h / 60 °C 2.1: aluminum (III) chloride / dichloromethane / 3.5 h / 0 - 40 °C 2.2: 3 h / 20 °C / Cooling with ice 3.1: potassium carbonate; potassium iodide / acetone / 0.5 h 3.2: 4 h / 60 °C 3.3: 2 h / 20 °C 4.1: potassium carbonate / ethanol; water / 10 h / 90 °C View Scheme |
B
ethacrynic acid
Conditions | Yield |
---|---|
In water; dimethyl sulfoxide at 37℃; for 72h; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 3.5 h / 0 - 40 °C 1.2: 3 h / 20 °C / Cooling with ice 2.1: potassium carbonate; potassium iodide / acetone / 0.5 h 2.2: 4 h / 60 °C 2.3: 2 h / 20 °C 3.1: potassium carbonate / ethanol; water / 10 h / 90 °C View Scheme | |
Multi-step reaction with 5 steps 1.1: aluminum (III) chloride / dichloromethane / 0.17 h / 30 °C 1.2: 8 h / 20 - 30 °C 1.3: 8 h / 30 - 42 °C 2.1: potassium carbonate / ethanol / 0.33 h / 30 °C 2.2: 12 h / 30 - 83 °C 3.1: N,N-dimethyl-formamide / 0.17 h / 30 °C 3.2: 12 h / 100 °C 4.1: N,N-dimethyl-formamide; toluene / 5 h / 20 - 30 °C 5.1: hydrogenchloride / ethyl acetate; water / 0.5 h / 30 °C / pH 2 - 3 View Scheme |
ethacrynic acid
Conditions | Yield |
---|---|
In diethyl ether; water at 20℃; for 48h; Inert atmosphere; |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N,N-dimethyl-formamide / 0.17 h / 30 °C 1.2: 12 h / 100 °C 2.1: N,N-dimethyl-formamide; toluene / 5 h / 20 - 30 °C 3.1: hydrogenchloride / ethyl acetate; water / 0.5 h / 30 °C / pH 2 - 3 View Scheme |
(2,3-dichloro-4-[2-dimethylaminomethyl-butyryl]phenoxy)acetic acid
ethacrynic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N,N-dimethyl-formamide; toluene / 5 h / 20 - 30 °C 2: hydrogenchloride / ethyl acetate; water / 0.5 h / 30 °C / pH 2 - 3 View Scheme |
Conditions | Yield |
---|---|
With sodium L-ascorbate In tetrahydrofuran; aq. phosphate buffer; dimethyl sulfoxide at 20℃; pH=7.4; Kinetics; |
Conditions | Yield |
---|---|
With sodium L-ascorbate In aq. phosphate buffer at 20℃; pH=7.4; Kinetics; |
Conditions | Yield |
---|---|
With hydrogen; palladium In methanol at 20℃; for 12h; | 100% |
With palladium on activated charcoal; hydrogen In isopropyl alcohol under 2250.23 Torr; for 0.333333h; Inert atmosphere; | 100% |
With L-Selectride In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 56% |
ethacrynic acid
<2,3-dichloro-4-(2-methylenebutyryl)phenoxy>acetyl chloride
Conditions | Yield |
---|---|
With oxalyl dichloride at 70℃; for 1h; | 98.13% |
With thionyl chloride In benzene for 1.25h; Heating; | |
With oxalyl dichloride In toluene Heating; |
ethacrynic acid
methyl (E)-3-aminocrotonate
<2,3-Dichlor-4-(3-ethyl-5-methoxycarbonyl-6-methyl-pyridin-2-yl)phenoxy>-essigsaeure
Conditions | Yield |
---|---|
at 120℃; for 0.5h; | 98% |
ethacrynic acid
diethyl malonate
2-[2-(4-Carboxymethoxy-2,3-dichloro-benzoyl)-butyl]-malonic acid diethyl ester
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 0.0833333h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 0.25h; Ambient temperature; | 93% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 93% |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In dichloromethane for 12h; Inert atmosphere; | 92% |
With toluene-4-sulfonic acid In dichloromethane at 0 - 50℃; for 12h; | 92% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 92% |
ethacrynic acid
Conditions | Yield |
---|---|
With hydrazine hydrate; N-ethyl-N,N-diisopropylamine In methanol at 60℃; for 12h; | 89% |
ethacrynic acid
4-(hydroxymethyl)-4'-methyl-2,2'-bipyridine
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; Schlenk technique; Inert atmosphere; | 88% |
ethacrynic acid
4-azidobutan-1-amine
1-{4-[(4-azidobutylaminooxy)methyl]-2,3-dichlorophenyl}-2-methylenebutan-1-one
Conditions | Yield |
---|---|
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide for 1h; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; Inert atmosphere; Schlenk technique; | 86% |
nitromethane
ethacrynic acid
<2,3-Dichlor-4-(2-ethyl-4-nitrobutyryl)phenoxy>essigsaeure
Conditions | Yield |
---|---|
With sodium methylate In methanol for 0.0833333h; Ambient temperature; | 83% |
other nitroalkanes; |
ethacrynic acid
N-(4-aminobutyl)carbaminsaeure-(tert-butyl)ester-hydrochlorid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 83% |
ethacrynic acid
Conditions | Yield |
---|---|
With dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In N,N-dimethyl acetamide at 20℃; for 10h; Concentration; Solvent; Time; | 80.7% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6.5h; Inert atmosphere; Schlenk technique; | 79% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; | 77% |
ethacrynic acid
sodium cyanide
<2,3-Dichlor-4-(2-cyanmethylbutyryl)phenoxy>essigsaeure
Conditions | Yield |
---|---|
In ethanol for 12h; Ambient temperature; | 76% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 24h; Schlenk technique; Inert atmosphere; | 76% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere; | 75% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 2.5h; | 64% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 15h; Schlenk technique; | 26% |
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide; dmap In dichloromethane -10 to -5 deg C, 30 min then room temp.; | 75.7% |
ethacrynic acid
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 24h; | 75% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 73% |
ethacrynic acid
ethyl acetoacetate
[2,3-dichloro-4-(6ethyl-3-oxo-1-cyclohexen-1-yl)phenoxy]acetic acid
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In ethanol for 3h; Heating; | 72% |
With sodium methylate In ethanol; water |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 4h; Schlenk technique; Inert atmosphere; | 72% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | 72% |
Nitroethane
ethacrynic acid
<2,3-Dichlor-4-(2-ethyl-4-nitrovaleryl)phenoxy>essigsaeure
Conditions | Yield |
---|---|
With sodium methylate In methanol for 4h; Heating; | 71% |
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