Conditions | Yield |
---|---|
With tetrachloromethane; bromine at 50 - 60℃; unter Durchleiten von trockener Luft und Belichtung; | |
With bromine at 50 - 60℃; | |
With bromine at 65℃; unter Durchleiten von CO2; |
tetrachloromethane
N-Bromosuccinimide
ethyl 2-hydroxypropionate
A
2-oxo-propionic acid ethyl ester
B
ethyl Bromopyruvate
Conditions | Yield |
---|---|
With tetrachloromethane; N-Bromosuccinimide |
Conditions | Yield |
---|---|
With diethyl ether; hydrogen bromide |
tetrachloromethane
N-Bromosuccinimide
ethyl 2-hydroxypropionate
A
2-oxo-propionic acid ethyl ester
B
ethyl Bromopyruvate
ethyl 2-hydroxypropionate
ethyl Bromopyruvate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-bromo-succinimide; calcium carbonate; tetrachloromethane 2: N-bromo-succinimide; tetrachloromethane; hydrogen bromide View Scheme |
Conditions | Yield |
---|---|
hydrogenchloride In water at 30 - 40℃; for 9h; |
Conditions | Yield |
---|---|
In ethanol at 70℃; for 1h; | 100% |
In ethanol at 70℃; for 1h; Hantzsch Thiazole Synthesis; | 100% |
at 120℃; for 0.5h; | 99.5% |
Ethyl diphenylphosphinite
ethyl Bromopyruvate
diphenylphosphinicoenolpyruvate d'ethyle
Conditions | Yield |
---|---|
Ambient temperature; | 100% |
ethyl Bromopyruvate
2,2-diethoxythioacetamide
ethyl 2-(diethoxymethyl)-1,3-thiazole-4-carboxylate
Conditions | Yield |
---|---|
With 3 A molecular sieve In ethanol for 0.5h; Heating; | 100% |
With 4 A molecular sieve In ethanol for 1h; Hantzsch reaction; Heating; | 100% |
With 4 Angstroem MS In ethanol for 1h; Heating; | 100% |
ethyl Bromopyruvate
diethyl phenylphosphonite
2-(Ethoxy-phenyl-phosphinoyloxy)-acrylic acid ethyl ester
Conditions | Yield |
---|---|
Ambient temperature; | 100% |
ethyl Bromopyruvate
hydroxylamine hydrochloride
ethyl (2Z)-3-bromo-2-(hydroxyimino)propanoate
Conditions | Yield |
---|---|
In methanol; chloroform for 16h; Ambient temperature; | 100% |
ethyl Bromopyruvate
L-cysteine ethyl ester hydrochloride
diethyl (R)-3,4-dihydro-2H-1,4-thiazine-3,5-dicarboxylate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
ethyl Bromopyruvate
O-benzylhydoxylamine hydrochloride
ethyl α-(benzyloximino)-β-bromopropanoate
Conditions | Yield |
---|---|
In methanol; chloroform for 16h; Ambient temperature; | 100% |
ethyl Bromopyruvate
(S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester
2-<(S)-1--2-methylpropyl>-4-carbethoxythiazole
Conditions | Yield |
---|---|
Stage #1: (S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester With potassium hydrogencarbonate In 1,2-dimethoxyethane at -15℃; for 0.333333h; Inert atmosphere; Stage #2: ethyl Bromopyruvate In 1,2-dimethoxyethane at -15 - 20℃; for 0.75h; Inert atmosphere; Stage #3: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at -15 - 20℃; for 13.5h; Inert atmosphere; | 100% |
Stage #1: ethyl Bromopyruvate; (S)-(2-methyl-1-thiocarbamoylpropyl)carbamic acid tert-butyl ester With potassium hydrogencarbonate In 1,2-dimethoxyethane at -15℃; Hantzsch reaction; Stage #2: With 2,3,5-trimethyl-pyridine; trifluoroacetic anhydride at -15℃; Hantzsch reaction; | 78% |
In diethyl ether for 48h; Ambient temperature; | 42% |
ethyl Bromopyruvate
ethyl 3-bromo-2-(hydroxyimino)propanoate
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride In chloroform; water at 23℃; | 100% |
With hydroxyammonium sulfate In chloroform; water at 20℃; for 3h; | 95% |
With hydroxylamine | 88% |
ethyl Bromopyruvate
1,3-cylohexanedione
3-hydroxy-4-oxo-2,3,4,5,6,7-hexahydrobenzofuran-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium hydroxide In methanol Ambient temperature; overnight; | 100% |
With 1-butyl-3-methylimidazolium hydroxide at 25 - 30℃; for 0.5h; Feist-Benary reaction; | 88% |
Stage #1: 1,3-cylohexanedione With ammonium acetate In ethanol; water at 80℃; for 1h; Stage #2: ethyl Bromopyruvate In ethanol; water at 80℃; for 3h; | 88% |
With sodium hydroxide In methanol for 12h; microwave heating; |
ethyl Bromopyruvate
2,4-difluorobenzene-1-carbothioamide
ethyl 2-(2,4-difluorophenyl)thiazole-4-carboxylate
Conditions | Yield |
---|---|
In ethanol for 3h; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
In ethanol for 1h; Hantzsch thiazole synthesis; Heating; | 100% |
C9H14N2O2S2
ethyl Bromopyruvate
ethyl 2'-formyl-2,4'-bithiazole-4-carboxylate
Conditions | Yield |
---|---|
Stage #1: C9H14N2O2S2; ethyl Bromopyruvate In ethanol for 1h; Hantzsch thiazole synthesis; Heating; Stage #2: With hydrogenchloride In acetone for 1.5h; Heating; Further stages.; | 100% |
ethyl-2-thiourea
ethyl Bromopyruvate
2-ethylamino-thiazole-4-carboxylic acid ethyl ester*HBr
Conditions | Yield |
---|---|
In 1,4-dioxane Heating / reflux; | 100% |
2-amino-2-thioxoethyl 5-({[(benzyloxy)carbonyl]amino}methyl)-6-isobutyl-2-methyl-4-(4-methylphenyl)nicotinate
ethyl Bromopyruvate
[4-(ethoxycarbonyl)-1,3-thiazol-2-yl]methyl 5-({[(benzyloxy)carbonyl]amino}methyl)-6-isobutyl-2-methyl-4-(4-methylphenyl)nicotinate
Conditions | Yield |
---|---|
In ethanol for 1h; Heating / reflux; | 100% |
2-aminopyrimidine
ethyl Bromopyruvate
2-amino-1H-imidazole-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; for 16h; Inert atmosphere; Stage #2: With hydrazine hydrate In ethanol at 75℃; for 16h; Inert atmosphere; | 100% |
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; Stage #2: With hydrazine hydrate In ethanol at 75℃; | 54% |
Stage #1: 2-aminopyrimidine; ethyl Bromopyruvate In ethanol at 75℃; for 18h; Stage #2: With hydrazine hydrate In ethanol at 75℃; for 16.5h; | 0.34 g |
ethyl Bromopyruvate
p-bromobenzamide
ethyl 2-(4-bromphenyl)-1,3-oxazole-4-carboxylate
Conditions | Yield |
---|---|
With silver hexafluoroantimonate In 1,2-dichloro-ethane at 90℃; for 2h; Inert atmosphere; Microwave irradiation; | 100% |
With silver hexafluoroantimonate In dichloromethane at 90℃; under 3750.38 Torr; for 1h; Sealed tube; Microwave irradiation; | |
In ethanol at 70℃; for 5h; | |
Stage #1: ethyl Bromopyruvate; p-bromobenzamide With sodium hydrogencarbonate In tetrahydrofuran at 60℃; for 23h; Stage #2: With trifluoroacetic anhydride In tetrahydrofuran at 20℃; for 12h; |
4-amino-2,6-dichloropyrimidine
ethyl Bromopyruvate
Conditions | Yield |
---|---|
With acetic acid at 120℃; for 2h; Inert atmosphere; | 100% |
In acetic acid at 120℃; for 2h; | 98% |
ISOPROPYLAMIDE
ethyl Bromopyruvate
2-isopropyl-thiazole-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: ISOPROPYLAMIDE With Lawessons reagent In tetrahydrofuran at 70℃; for 24h; Stage #2: ethyl Bromopyruvate In tetrahydrofuran at 70℃; for 48h; | 100% |
5-bromo-3-(trifluoromethyl)pyridin-2-amine
ethyl Bromopyruvate
6-bromo-8-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 50℃; for 16h; | 99.5% |
In N,N-dimethyl-formamide at 50℃; for 24h; | 89% |
In N,N-dimethyl-formamide at 50℃; for 24h; | 89% |
ethyl Bromopyruvate
Ethyl 2-(2', 3', 5'-Tri-O-benzoyl-β-L(+)-ribofuranosyl)thiazole-4-carboxylate
Conditions | Yield |
---|---|
Stage #1: 2,3,5-tri-O-benzoyl-β-L-(+)-ribofuranosyl-1-thiocarboxamide; ethyl Bromopyruvate With sodium hydrogencarbonate In 1,2-dimethoxyethane at 0℃; for 6h; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at -15℃; for 2h; | 99% |
2-amino-4-bromo-6-ethoxycarbonylpyridine
ethyl Bromopyruvate
C13H13BrN2O4
Conditions | Yield |
---|---|
In ethanol at 60℃; | 99% |
Stage #1: 2-amino-4-bromo-6-ethoxycarbonylpyridine; ethyl Bromopyruvate In ethanol at 23 - 80℃; for 3h; Stage #2: With sodium hydrogencarbonate In water at 23℃; for 20h; |
Conditions | Yield |
---|---|
In ethanol Reflux; | 99% |
With sodium carbonate In neat (no solvent) Milling; | 80% |
In ethanol at 65℃; | |
In ethanol at 65℃; for 2h; |
ethyl Bromopyruvate
ethyl (2Z)-3-bromo-2-(hydroxyimino)propanoate
Conditions | Yield |
---|---|
With hydroxylamine sulfate In chloroform; water at 20℃; for 24h; | 99% |
With hydroxylamine hydrochloride In methanol; chloroform; water at 25℃; for 22h; Inert atmosphere; | 86% |
With hydroxyammonium sulfate In chloroform; water at 20℃; for 24h; | |
With hydroxylamine hydrochloride In water; toluene at 15 - 25℃; Large scale; |
ethyl Bromopyruvate
Conditions | Yield |
---|---|
In 1,2-dimethoxyethane at 110℃; for 2h; | 99% |
Conditions | Yield |
---|---|
In toluene at 100℃; for 6h; Inert atmosphere; | 98.5% |
In tetrachloromethane for 36h; Ambient temperature; | |
In toluene for 3h; Yield given; | |
In tetrachloromethane at 20℃; for 36h; | |
With magnetic iron oxide nanoparticles (Fe3O4-MNPs) In neat (no solvent) at 80℃; for 0.75h; Green chemistry; |
5-bromo-2-pyridylamine
ethyl Bromopyruvate
ethyl 6-bromoimidazo<1,2-a>pyridine-2-carboxylate
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In 1,4-dioxane at 100℃; for 12h; | 98% |
With magnesium sulfate In 1,4-dioxane at 80℃; for 18h; | 93% |
Stage #1: 5-bromo-2-pyridylamine; ethyl Bromopyruvate In 1,2-dimethoxyethane for 5h; Stage #2: In ethanol Reflux; | 87% |
Conditions | Yield |
---|---|
In ethyl acetate at 60 - 110℃; Cooling; | 98% |
In ethanol at 78℃; for 1h; | 90% |
at 100℃; for 1h; | 87% |
Conditions | Yield |
---|---|
In diethyl ether at 20℃; for 40h; | 98% |
Conditions | Yield |
---|---|
In d(4)-methanol | 98% |
Molecular structure of Propanoic acid,3-bromo-2-oxo-, ethyl ester (CAS NO.70-23-5) is:
Product Name: Propanoic acid,3-bromo-2-oxo-, ethyl ester
CAS Registry Number: 70-23-5
IUPAC Name: Ethyl 3-bromo-2-oxopropanoate
Molecular Weight: 195.01128 [g/mol]
Molecular Formula: C5H7BrO3
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 3
Refractive index: n20/D 1.469(lit.)
Storage temp.: 2-8 °C
Surface Tension: 39.5 dyne/cm
Density: 1.561 g/cm3
Flash Point: 75.4 °C
Enthalpy of Vaporization: 46.08 kJ/mol
Boiling Point: 224.3 °C at 760 mmHg
Vapour Pressure: 0.0919 mmHg at 25°C
EINECS: 200-729-6
Product Categories: Aromatic Esters;Aliphatics;Esters;C2 to C5;Carbonyl Compounds
Safty information about Propanoic acid,3-bromo-2-oxo-, ethyl ester (CAS NO.70-23-5) is:
Hazard Codes: Xi; T
Risk Statements: 36/37/38-33-23/24
R36/37/38:Irritating to eyes, respiratory system and skin.
R33:Danger of cumulative effects.
R23/24:Toxic by inhalation, in contact with skin.
Safety Statements: 26-36-24/25
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S24/25:Avoid contact with skin and eyes.
RIDADR: 3265
WGK Germany: 3
F: 8-9-21
Hazard Note: Irritant
HazardClass: 8
PackingGroup: II
HS Code: 29183000
Propanoic acid,3-bromo-2-oxo-, ethyl ester , its cas register number is 70-23-5. It also can be called Ethyl 3-bromopyruvate ; Ethyl bromopyruvate ; beta-Bromopyruvic acid ethyl ester .It is a clear yellow to pink-red liquid with strong offensive odor.
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