Conditions | Yield |
---|---|
Stage #1: ethyl 2-cyanoacetate With acetic acid In water at 0℃; for 0.166667h; Stage #2: With sodium nitrite In water at 0 - 20℃; for 6.5h; | 97% |
With sodium hydroxide; water; acetic acid; sodium nitrite for 3h; Ambient temperature; | 92% |
With acetic acid; sodium nitrite In water at 0 - 27℃; for 2h; Industry scale; | 91.2% |
Conditions | Yield |
---|---|
With ethanol; sodium ethanolate |
ethyl cyanoacetate anion
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With nitrosyl thiocyanate In 1,4-dioxane; water at 25℃; Rate constant; |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With hydrogenchloride |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With hydrogenchloride |
A
N,N-dimethyl-4-morpholinecarboxamide
B
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With water In N,N-dimethylformamide-D7 |
A
N,N-dimethyl-4-morpholinecarboxamide
B
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With N,N-dimethyl-formamide for 48h; Reagent/catalyst; Time; |
(E)-4-methyl-3,5-hexadienoic acid
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; Acylation; | 100% |
(E)-3,5-hexadienoic acid
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; Acylation; | 97% |
ethyl cyanoglyoxylate-2-oxime
ethyl-2-aminocyano acetate
Conditions | Yield |
---|---|
With platinum on activated charcoal; hydrogen In ethanol at 25℃; under 7500.75 Torr; for 48h; | 96% |
With hydrogen; platinum(IV) oxide In ethanol under 3000.3 Torr; | 91% |
With platinum(IV) oxide; hydrogen In ethanol under 3000.3 Torr; | 89% |
di-tert-butyl dicarbonate
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 5℃; for 1h; | 96% |
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 35℃; for 3.5h; Inert atmosphere; | 93% |
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 5℃; for 1h; |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 3.5h; Acylation; | 95% |
N,N-dimethyl-formamide
ethyl cyanoglyoxylate-2-oxime
A
H-MeGly-Phe-Leu-NH2
Conditions | Yield |
---|---|
Stage #1: C18H27N4O3Pol; N,N-dimethyl-formamide; ethyl cyanoglyoxylate-2-oxime at 80℃; for 0.166667h; Microwave irradiation; solid phase reaction; Stage #2: With water; trifluoroacetic acid at 20℃; for 1h; solid phase reaction; | A 94.5% B 4% C 1.5% |
Allyl chloroformate
ethyl cyanoglyoxylate-2-oxime
ethyl 2-(allyloxycarbonyloxyimino)-2-cyanoacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h; | 94% |
ethyl cyanoglyoxylate-2-oxime
silver(I) α-oximido-(ethylacetoxy)acetonitrile
Conditions | Yield |
---|---|
In ethanol; water byproducts: CO2; Sonication; a ligand (2.46 mM) in a mixt. of EtOH and H2O was heated to +50°Cand then added dropwise to an aq. soln. of K2CO3 (1.22 mM); sonication for 2 min; an aq. soln. of AgNO3 (2.46 mmol) was added dropwise; stirrin g for 20 min; the ppt. was filtered, washed with water and dried in a vac. desiccator charged with concd. H2SO4 for 3 d; elem. anal.; | 93% |
ethyl cyanoglyoxylate-2-oxime
isobutyl chloroformate
ethyl 2-cyano-2-(isobutoxycarbonyloxyimino)acetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h; | 93% |
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 20 - 35℃; under 760.051 Torr; for 8h; Temperature; Reagent/catalyst; | 92.6% |
2-thiazolylamine
ethyl cyanoglyoxylate-2-oxime
5-imino-6-isonitrosothiazolo<3,2-a>pyrimidin-7-one
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 3h; Heating; | 92% |
2-Naphthalenesulfonyl chloride
ethyl cyanoglyoxylate-2-oxime
ethyl 2-cyano-2-(naphthalen-2-ylsulfonyloxyimino)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 92% |
Stage #1: ethyl cyanoglyoxylate-2-oxime With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: 2-Naphthalenesulfonyl chloride In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; | 92% |
(fluorenylmethoxy)carbonyl chloride
ethyl cyanoglyoxylate-2-oxime
diethyl 2-{[(9H-fluoren-9-yl)methoxy]carbonyloxyimino}-2-cyanoacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane; water at 0 - 20℃; | 91% |
1-chloro-2,4-dinitro-benzene
ethyl cyanoglyoxylate-2-oxime
ethyl cyano(2,4-dinitrophenoxyimino)acetate
Conditions | Yield |
---|---|
Stage #1: ethyl cyanoglyoxylate-2-oxime With sodium hydroxide In acetonitrile Heating; Stage #2: 1-chloro-2,4-dinitro-benzene In acetonitrile at 20℃; | 90.9% |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 90.3% |
(E,E)-4,6-heptadienoic acid
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 1h; Acylation; | 90% |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 88.8% |
N-(2-phenylethyl)thiourea
ethyl cyanoglyoxylate-2-oxime
6-amino-2-mercapto-5-nitroso-1-(2-phenylethyl)-4(1H)-pyrimidinone
Conditions | Yield |
---|---|
With sodium ethanolate In 2-methoxy-ethanol for 5.5h; Heating; | 88.7% |
ethyl cyanoglyoxylate-2-oxime
Conditions | Yield |
---|---|
With dicyclohexyl-carbodiimide In dichloromethane for 2.5h; Acylation; | 88% |
2-chloro-5-nitropyridine
ethyl cyanoglyoxylate-2-oxime
ethyl cyano(5-nitro-2-pyridyloxyimino)acetate
Conditions | Yield |
---|---|
Stage #1: ethyl cyanoglyoxylate-2-oxime With sodium hydroxide In acetonitrile Heating; Stage #2: 2-chloro-5-nitropyridine In acetonitrile at 20℃; | 87.06% |
benzyl chloroformate
ethyl cyanoglyoxylate-2-oxime
ethyl 2-(benzyloxycarbonyloxyimino)-2-cyanoacetate
Conditions | Yield |
---|---|
With sodium carbonate In dichloromethane; water at 0 - 20℃; for 2.5h; | 87% |
p-toluenesulfonyl chloride
ethyl cyanoglyoxylate-2-oxime
ethyl 2-cyano-2-(tosyloxyimino)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 86% |
Stage #1: ethyl cyanoglyoxylate-2-oxime With triethylamine In dichloromethane at 0℃; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In dichloromethane at 0 - 20℃; for 2.5h; Inert atmosphere; | 85% |
2-chloro-4,6-dimethoxy-1 ,3,5-triazine
ethyl cyanoglyoxylate-2-oxime
ethyl-2-cyano-2-(4,6-dimethoxy-1,3,5-triazin-2-yloxyimino)acetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 86% |
Empirical Formula: C5H6N2O3
Molecular Weight: 142.1127 g/mol
EINECS: 223-351-3
Index of Refraction: 1.495
Density: 1.24 g/cm3
Flash Point: 104.3 °C
Melting point: 130-132 °C(lit.)
Storage tempreture: 2-8 °C
Enthalpy of Vaporization: 56.48 kJ/mol
Boiling Point: 248.9 °C at 760 mmHg
Vapour Pressure: 0.0038 mmHg at 25 °C
Appearance: Light yellow crystals or chunks
Structure of Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6):
IUPAC Name: Ethyl (2E)-2-cyano-2-hydroxyiminoacetate
Product Category of 4-Amino-2,5-dimethylphenol (CAS NO.3096-71-7): API intermediates
Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) has been used as intermediate of asthma.
Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) hasn't been listed as a carcinogen by NTP, IARC, ACGIH, or CA Prop 65.
Hazard Codes: Xn,Xi
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 22-24/25-36/37
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
S36/37:Wear suitable protective clothing and gloves.
Ethyl cyanoglyoxylate-2-oxime , its cas register number is 3849-21-6. It also can be called Ethyl oximinocyanoacetate ; and Ethyl cyano(hydroxyimino)acetate . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Wash mouth out with water, and get medical aid immediately.
In addition, Ethyl cyanoglyoxylate-2-oxime (CAS NO.3849-21-6) is not compatible with strong oxidizing agents, strong acids, strong bases, and you must not take it with incompatible materials. And also prevent it to broken down into hazardous decomposition products: nitrogen oxides, carbon monoxide, carbon dioxide.
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