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inquirymalondialdehyde bis(diethyl acetal)
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With phosphorus pentachloride anschliessend Behandeln mit Sulfurylchlorid unter Zusatz von Dibenzoylperoxid und Schuetteln mit wss.Natriumcarbonat-Loesung; |
1,2,3,3-tetrachloro-1-propene
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With sulfuric acid | |
With sulfuric acid at 30 - 40℃; |
5-tert-butoxy-6-chloro-2,3-dihydro-5H-[1,4]dioxepine
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane Ambient temperature; |
7,7-dichloro-2,5-dioxybicyclo <4.1.0> heptane
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With acetic acid Heating; |
Conditions | Yield |
---|---|
at 30 - 40℃; |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With chlorine Irradiation.durch UV bei Raumtemperatur und 4-stdg. Erwaermen des Chlorierungsprodukts mit Aethanol oder laengeres Behandeln mit konz. H2SO4, zuletzt bei 40grad; |
A
2-chloromalonaldehyde
B
benzoic acid
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran at 50℃; for 14h; | 94% |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With ammonium hydroxide | 93% |
2-chloromalonaldehyde
4-chlorothiobenzamide
2-(4-chloro-phenyl)-thiazole-5-carbaldehyde
Conditions | Yield |
---|---|
With basic magnesium carbonate In water at 60℃; for 3h; | 92% |
With magnesium carbonate hexahydrate In 1,2-dimethoxyethane at 60℃; for 3h; Inert atmosphere; |
(3-amino-1H-1,2,4-triazol-5-yl)methanol
2-chloromalonaldehyde
(6-chloro-[1,2,4]triazolo[1,5-a]pyrimidine-2-yl)methanol
Conditions | Yield |
---|---|
In acetic acid at 80℃; for 4h; | 92% |
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 3h; | 87.7% |
2-chloromalonaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide In water ice-cooled, pH 9; | 85% |
2-chloromalonaldehyde
(1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid
6-(4-chloro-1H-pyrazol-1-yl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one
Conditions | Yield |
---|---|
Stage #1: (1,4-dihydro-4,4-dimethyl-2-oxo-2H-3,1-benzoxazin-6-yl)boronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 78% |
2-chloromalonaldehyde
bromopentafluorobenzene
4-chloro-1-(perfluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: bromopentafluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 75% |
2-chloromalonaldehyde
p-trifluoromethylphenyl bromide
4-chloro-1-(4-(trifluoromethyl)phenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: p-trifluoromethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 75% |
2-chloromalonaldehyde
2-methylphenyl bromide
4-chloro-1-(o-tolyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2-methylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 73% |
5-bromo-2-chloropyridine
2-chloromalonaldehyde
2-chloro-5-(4-chloro-1H-pyrazol-1-yl)pyridine
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-chloropyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 67% |
2-chloromalonaldehyde
Dichloromalondialdehyd
Conditions | Yield |
---|---|
With chlorine In dichloromethane at 5℃; 1.) 5 deg C, 2.) r.t., 1 h; | 64% |
2-bromo-6-methylpyridine
2-chloromalonaldehyde
2-(4-chloro-1H-pyrazol-1-yl)-6-methylpyridine
Conditions | Yield |
---|---|
Stage #1: 2-bromo-6-methylpyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 64% |
2-chloromalonaldehyde
4-fluoro-1-iodobenzene
4-chloro-1-(4-fluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-fluoro-1-iodobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 64% |
2-chloromalonaldehyde
tert-butyl (S)-(1-amino-1-thioxopropan-2-yl)carbamate
tert-butyl 1-(5-formylthiazol-2-yl)ethylcarbamate
Conditions | Yield |
---|---|
With magnesium carbonate In 1,4-dioxane at 60℃; for 3h; | 64% |
2-chloromalonaldehyde
C12H13BrF2O2
1-(3-bromo-5-(5,5-dimethyl-1,3-dioxan-2-yl)-2,6-difluorophenyl)-4-chloro-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: C12H13BrF2O2 With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 100℃; for 0.0833333h; | 61% |
2-chloromalonaldehyde
C18H24BrF2NO3
(2R,6R)-4-(4-(4-chloro-1H-pyrazol-1-yl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-difluorophenyl)-2,6-dimethylmorpholine
Conditions | Yield |
---|---|
Stage #1: C18H24BrF2NO3 With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 20℃; for 0.583333h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; hexane; water at 100℃; for 0.0833333h; | 60% |
3-methoxyphenyl bromide
2-chloromalonaldehyde
4-chloro-1-(3-methoxyphenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 3-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 60% |
5-bromo-2-fluoropyridine
2-chloromalonaldehyde
5-(4-chloro-1H-pyrazol-1-yl)-2-fluoropyridine
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-fluoropyridine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 58% |
3-amino-4-bromo-1H-pyrazole
2-chloromalonaldehyde
3-bromo-6-chloropyrazolo[1,5-a]pyrimidine
Conditions | Yield |
---|---|
With acetic acid In methanol at 70℃; for 2h; | 57% |
2-chloromalonaldehyde
1-iodo-2,3-difluorobenzene
4-chloro-1-(2,3-difluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 1-iodo-2,3-difluorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 55% |
2-chloromalonaldehyde
2-iodochlorobenzene
4-chloro-1-(2-chlorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2-iodochlorobenzene With n-butyllithium; di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78℃; for 0.133333h; Inert atmosphere; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at -78 - 80℃; | 54% |
2-chloromalonaldehyde
4-Bromophenylboronic acid
1-(4-bromophenyl)-4-chloro-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-Bromophenylboronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 53% |
2-chloromalonaldehyde
4-bromo-1-(4-fluorophenyl)-1H-pyrazole
4-(4-chloro-1H-pyrazol-1-yl)-1-(4-fluorophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 4-bromo-1-(4-fluorophenyl)-1H-pyrazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 50% |
2-chloromalonaldehyde
3-amino-2,6-dihydro-4H-pyrrolo[3,4-c]pyrazole-5-carboxylic acid tert-butyl ester
6-chloro-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
With acetic acid at 20℃; for 18h; | 47% |
2-chloromalonaldehyde
C28H43F2N3O7
(2R,6R)-4-(4-(4-chloro-1H-pyrazol-1-yl)-6-(5,5-dimethyl-1,3-dioxan-2-yl)-2,3-difluorophenyl)-2,6-dimethylmorpholine
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane Heating; | 45% |
2-chloromalonaldehyde
(4-methyl-3-nitrophenyl)boronic acid
4-chloro-1-(4-methyl-3-nitrophenyl)-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: (4-methyl-3-nitrophenyl)boronic acid With di-tert-butyl-diazodicarboxylate; copper(II) acetate monohydrate In methanol at 65℃; for 1h; Stage #2: 2-chloromalonaldehyde With hydrogenchloride In 1,4-dioxane; methanol at 20 - 80℃; | 45% |
2-chloromalonaldehyde
2,4,6-trimethylphenyl bromide
4-chloro-1-mesityl-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 2,4,6-trimethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.0833333h; Stage #2: With di-tert-butyl-diazodicarboxylate In tetrahydrofuran; hexane at -78 - 23℃; for 0.5h; Stage #3: 2-chloromalonaldehyde With hydrogenchloride In tetrahydrofuran; 1,4-dioxane; hexane at 80℃; for 0.166667h; | 43% |
2-chloromalonaldehyde
5-amino-1H-pyrazole-4-carboxylic acid
6-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid
Conditions | Yield |
---|---|
With acetic acid In ethanol at 80℃; for 1h; Inert atmosphere; | 40% |
With acetic acid In ethanol at 60℃; for 2h; |
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