hydrogen ethyl malonate
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With thionyl chloride | 91% |
With thionyl chloride; N,N-dimethyl-formamide In chloroform Heating; | 70% |
With oxalyl dichloride In dichloromethane for 3h; Reflux; | 69% |
ethyl potassium malonate
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With oxalyl dichloride In benzene for 1h; Ambient temperature; | 90% |
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 41% |
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; |
diethyl malonate
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
(i) (hydrolysis), (ii) SOCl2, PhNMe2; Multistep reaction; | |
Multi-step reaction with 2 steps 1: KOH / ethanol / 1 h / 0 - 20 °C 2: 90 percent / oxaloyl chloride / benzene / 1 h / Ambient temperature View Scheme | |
Multi-step reaction with 3 steps 1: water; sodium hydroxide / ethanol / 1 h / Reflux 2: hydrogenchloride; water / pH 3 3: thionyl chloride / 72 h / 20 °C View Scheme |
Phthaloyl dichloride
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
at 100 - 110℃; und Fraktionieren unter 20-25 mm; |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With thionyl chloride at 0℃; |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With thionyl chloride; diethyl ether |
diethyl malonate
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 79 percent / aq. KOH 2: 91 percent / SOCl2 View Scheme |
diethyl malonate
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: KOH / ethanol 2: SOCl2 View Scheme |
benzyl 2-(2-ethoxy-2-ethoxyethyl)-1-hydrazinecarboxylate
ethyl chlorocarbonylacetate
benzyl 2-ethoxycarbonylacetyl-2-(ethoxycarbonylmethyl)hydrazine-1-carboxylate
Conditions | Yield |
---|---|
With triethylamine In benzene 1.) 0 deg C, 1 h, 2.) RT, 19 h; | 100% |
With triethylamine In benzene Yield given; |
phenylalanine ethyl ester
ethyl chlorocarbonylacetate
N-(3-ethoxy-1,3-dioxopropyl)-DL-phenylalanine ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In diethyl ether; water ice bath; | 100% |
ethyl chlorocarbonylacetate
benzylamine
ethyl (N-benzylcarbamoyl)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; | 100% |
In hexane; dichloromethane | 96.8% |
In dichloromethane for 2h; Yield given; |
ethyl chlorocarbonylacetate
5-chloro-4,2'-dimethyl-2-mercaptobenzophenone
ethyl 4-chloro-5-methyl-2-(2-methylbenzoyl)phenylthiocarbonylacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 0.5h; | 100% |
ethyl chlorocarbonylacetate
3-methoxy-4-(1,3-oxazol-5-yl)aniline
3-[[3-Methoxy-4-(5-oxazolyl)phenyl]amino]-3-oxopropanoic Acid Ethyl Ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 100% |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; | 100% |
1-Pentyne
ethyl chlorocarbonylacetate
3-oxo-oct-4-ynoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 1-Pentyne With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 6h; Stage #2: ethyl chlorocarbonylacetate In tetrahydrofuran at 0 - 20℃; | 100% |
amonafide
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 16h; | 100% |
In acetonitrile at 20℃; for 16h; |
N-tert-butyl-N'-(4-fluorobenzylidene)hydrazine
ethyl chlorocarbonylacetate
C16H21FN2O3
Conditions | Yield |
---|---|
With pyridine In ethyl acetate at 20℃; for 3h; | 100% |
1-(3-methyl-butylamino)-1H-pyrrole-2-carboxylic acid allyl ester
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
In 1,4-dioxane at 100℃; for 1h; | 100% |
ethyl 3-amino-1-(4-bromophenyl)-1H-pyrrole-2-carboxylate hydrochloride
ethyl chlorocarbonylacetate
ethyl 1-(4-bromophenyl)-3-{[3-(ethyloxy)-3-oxopropanoyl]amino}-1H-pyrrole-2-carboxylate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; Product distribution / selectivity; | 100% |
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 20℃; | 100% |
7-(4-benzyloxy-3-isopropylphenoxy)-6-bromoindan-4-ylamine
ethyl chlorocarbonylacetate
ethyl N-[6-bromo-7-(4-benzyloxy-3-isopropylphenoxy)indan-4-yl]malonamate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 3h; | 100% |
2-amino-5-chlorobenzaldehyde
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 1h; Inert atmosphere; | 100% |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane at 20℃; for 4h; | 100% |
With sodium carbonate In dichloromethane at 20℃; for 4h; | 100% |
2-amino-5-methylbenzophenone
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere; | 100% |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 60℃; for 8h; Microwave irradiation; Inert atmosphere; Sealed tube; | 100% |
2-(3,4-dimethoxyphenyl)-ethylamine
ethyl chlorocarbonylacetate
N-[2-(3,4-dimethoxyphenyl)ethyl]malonic acid ethyl ester amide
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20 - 30℃; for 16h; | 99% |
With potassium carbonate In diethyl ether; chloroform at 0℃; | 98% |
at 0℃; | 98% |
aniline
ethyl chlorocarbonylacetate
ethyl 3-oxo-3-(phenylamino)propionate
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 0.5h; | 99% |
With triethylamine In tetrahydrofuran at 0℃; for 0.5h; | 99% |
With dmap; triethylamine In dichloromethane at 10 - 20℃; for 3h; | 94% |
ethyl chlorocarbonylacetate
2-bromoaniline
N-(2-bromo-phenyl)malonamic acid ethyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 24h; | 99% |
3-trifluoromethylaniline
ethyl chlorocarbonylacetate
ethyl 3-oxo-3-{[3-(trifluoromethyl)phenyl]amino}propanoate
Conditions | Yield |
---|---|
With triethylamine In acetone at 20℃; | 99% |
With triethylamine In acetone at 0 - 20℃; | 99% |
With triethylamine In acetone at 20℃; | 99% |
4-chloro-aniline
ethyl chlorocarbonylacetate
ethyl 3-(4-chloroanilino)-3-oxopropionate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane | 99% |
With pyridine In dichloromethane at 0 - 20℃; | |
With pyridine In dichloromethane at 0 - 20℃; |
glycine tert-butyl ester hydrochloride
ethyl chlorocarbonylacetate
ethyl 3-(2-tert-butoxy-2-oxoethylamino)-3-oxopropanoate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
5-fluoro-2-nitroaniline
ethyl chlorocarbonylacetate
ethyl 3-[(5-fluoro-2-nitrophenyl)amino]-3-oxopropanoate
Conditions | Yield |
---|---|
In toluene at 0℃; Reflux; | 99% |
1-(3-amino-5-(trifluoromethyl)pyridin-2-yl)ethanone
ethyl chlorocarbonylacetate
ethyl 3-(2-acetyl-5-(trifluoromethyl)pyridin-3-ylamino)-3-oxopropanoate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 23℃; for 3h; | 99% |
With triethylamine In dichloromethane at 0 - 30℃; for 3h; |
5-trimethylsilanyl-pent-4-yn-1-ol
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 25℃; for 1h; | 99% |
With pyridine In dichloromethane at 0 - 20℃; for 16h; Inert atmosphere; | 98% |
With pyridine In dichloromethane at 0 - 20℃; for 21h; Inert atmosphere; | 89.1% |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
ethyl chlorocarbonylacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 0.166667h; Reagent/catalyst; | 98.7% |
Stage #1: N-[(4,6-dichloropyridin-3-yl)methyl]-2,6-difluoro-3,5-dimethoxy aniline With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.166667h; Stage #2: ethyl chlorocarbonylacetate In tetrahydrofuran; mineral oil at 20℃; for 1h; | 91% |
Stage #1: N-[(4,6-dichloropyridin-3-yl)methyl]-2,6-difluoro-3,5-dimethoxy aniline With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.166667h; Stage #2: ethyl chlorocarbonylacetate In tetrahydrofuran; mineral oil for 1h; |
tryptamine
ethyl chlorocarbonylacetate
ethyl 3-{[2-(1H-indol-3-yl)ethyl]amino}-3-oxopropanoate
Conditions | Yield |
---|---|
98% | |
With sodium hydroxide In dichloromethane for 1h; Ambient temperature; | 93% |
With sodium hydroxide In dichloromethane; water at 0 - 20℃; for 1.5h; | 88% |
ethyl chlorocarbonylacetate
5-(3-methoxybenzyl)hept-6-enoic acid benzylamide
N-benzyl-N-[5-(3-methoxybenzyl)hept-6-enoyl]malonamic acid ethyl ester
Conditions | Yield |
---|---|
In benzene for 1h; Heating; | 98% |
Molecular structure of Ethyl malonyl chloride (CAS NO.36239-09-5) is:
Product Name: Ethyl malonyl chloride
CAS Registry Number: 36239-09-5
IUPAC Name: ethyl 3-chloro-3-oxopropanoate
Molecular Weight: 150.56028 [g/mol]
Molecular Formula: C5H 7ClO3
XLogP3: 1.3
H-Bond Donor: 0
H-Bond Acceptor: 3
EINECS: 252-934-5
Surface Tension: 35 dyne/cm
Density: 1.223 g/cm3
Flash Point: 65 °C
Enthalpy of Vaporization: 40.87 kJ/mol
Boiling Point: 172.4 °C at 760 mmHg
Vapour Pressure: 1.34 mmHg at 25°C
Refractive index: n20/D 1.429(lit.)
Storage temp.: 2-8 °C
Water Solubility: Reacts
Sensitive: Moisture Sensitive
Product Categories: Aliphatics
Safty information about Ethyl malonyl chloride (CAS NO.36239-09-5) is:
Hazard Codes: C
Risk Statements: 14-34
R14 :Reacts violently with water.
R34:Causes burns.
Safety Statements: 7-26-36/37/39-45-36/39
S7:Keep container tightly closed.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/39:Wear suitable protective clothing and eye / face protection.
RIDADR: UN 3265 8/PG 3
WGK Germany: 3
F: 10-21
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: II
Ethyl malonyl chloride , its cas register number is 36239-09-5. It also can be called Propanoic acid, 3-chloro-3-oxo-, ethyl ester ; Ethyl (chloroformyl)acetate ; Ethyl 3-chloro-3-oxopropionate .It is a clear yellow to brown liquid.
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