Ethyl oxamate supplier | CasNO.617-36-7

Name
ETHYL OXAMATE
EINECS 210-512-8
CAS No. 617-36-7
Article Data28
CAS DataBase
Density 1.184g/cm³
Solubility
Melting Point 114-116°C
Formula C₄H₇NO₃
Boiling Point 188.7 °C at 760 mmHg
Molecular Weight 117.104
Flash Point 87 °C
Transport Information
Appearance white crystalline powder
Safety 24/25-22
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Aceticacid, aminooxo-, ethyl ester (9CI);Oxamic acid, ethyl ester (6CI,7CI,8CI);2-Amino-2-(oxo)acetic acid ethyl ester;Ethoxalamide;Ethyl2-amino-2-oxoacetate;Ethyl oxamate;NSC 48381;Oxalic acid monoethyl esteramide;Oxamethane;
PSA 69.39000
LogP -0.26490

Synthetic route

: 623-49-4
ethyl cyanoformate

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With manganese(IV) oxide; water In isopropyl alcohol at 30℃; under 5171.62 Torr; for 0.25h;	96%
Stage #1: ethyl cyanoformate With phosphoric acid In dibutyl ether at 115℃; for 1.5h; Stage #2: With potassium carbonate In ethanol	50%

: 95-92-1
oxalic acid diethyl ester

: 57-13-6
urea

A: 617-36-7
Ethyl oxamate

B: 51-79-6
urethane

Conditions

Conditions	Yield
With di(n-butyl)tin oxide at 140℃; for 12h; Inert atmosphere;	A 80% B 80%
With di(n-butyl)tin oxide at 140℃; under 2585.81 Torr; for 12h; Inert atmosphere; Autoclave;	A 30 %Chromat. B 60 %Chromat.

...Expand

: 623-73-4
diazoacetic acid ethyl ester

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; ammonium iodide In acetonitrile at 40℃; for 12h;	65%
With tert.-butylhydroperoxide; ammonium iodide In water; acetonitrile at 40℃; for 12h;	65%

: 1263290-89-6
ethyl 2-azido-2-hydroxyacetate

A: 18804-91-6
ethyl N-carbonylcarbamate

B: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
In chloroform-d1 at -50℃; for 8h; Photolysis;	A 42% B 29%

: 60859-75-8
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A: 574-96-9
1-hydroxy-2-naphthaldehyde

B: 617-36-7
Ethyl oxamate

C: 74222-20-1
ethyl naphthol<1,2-b>furan-2-carboxylate

D: 74222-18-7
ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate

E: 88472-35-9
2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions

Conditions	Yield
In acetone at 20℃; for 2h; Mechanism; Product distribution; Irradiation;	A 26.8% B 15.8% C 2.2% D 1.6% E 10%

...Expand

: 60859-75-8
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A: 574-96-9
1-hydroxy-2-naphthaldehyde

B: 617-36-7
Ethyl oxamate

C: 74222-20-1
ethyl naphthol<1,2-b>furan-2-carboxylate

D: 88472-35-9
2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions

Conditions	Yield
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;	A 26.8% B 15.8% C 2.2% D 10%
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;	A 26.8% B 15.8% C 2.2% D 10%

...Expand

: 60859-75-8
ethyl (E)-3-(naphthalen-1-yl)-2-nitroacrylate

A: 574-96-9
1-hydroxy-2-naphthaldehyde

B: 617-36-7
Ethyl oxamate

C: 74222-18-7
ethyl 3-(1-naphthyl)-3-oximino-2-oxopropionate

D: 88472-35-9
2-(ethoxyoxalylaminomethylene)naphthalen-1-one

Conditions

Conditions	Yield
In acetone at 20℃; for 2h; Irradiation; Further byproducts given;	A 26.8% B 15.8% C 1.6% D 10%

...Expand

: 74222-04-1
ethyl 2-nitro-3-(2-naphthyl)acrylate

A: 617-36-7
Ethyl oxamate

B: 74222-20-1
ethyl naphthol<1,2-b>furan-2-carboxylate

C: 74222-17-6
3-[(E)-Hydroxyimino]-3-naphthalen-2-yl-2-oxo-propionic acid ethyl ester

Conditions

Conditions	Yield
In acetone Irradiation;	A 10.8% B 2.6% C 22%

...Expand

: 553-90-2
Dimethyl oxalate

: 64-17-5
ethanol

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ammonia

: 119174-42-4
2-ethoxy-2-oxoacetic anhydride

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With diethyl ether; ammonia

: oxalic acid ethyl ester ureide

A: acetylcarbamoyl-oxalamic acid

B: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With acetic anhydride

: 64-17-5
ethanol

: 95-92-1
oxalic acid diethyl ester

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ammonia at 0℃;

: 95-92-1
oxalic acid diethyl ester

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ethanol; ammonia
With ammonium hydroxide In ethanol

: 95-92-1
oxalic acid diethyl ester

A: 471-46-5
Oxalamide

B: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ammonia

: 56-40-6
glycine

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ammonium sulfate; sulfuric acid elektrolitische Reduktion;

: 64-17-5
ethanol

: 4755-77-5
Ethyl oxalyl chloride

A: 39183-52-3
N-Ethoxy-2-ethoxy-2-oxoacetamid

B: 617-36-7
Ethyl oxamate

C: 19617-44-8
diethyl iminodicarboxylate

Conditions

Conditions	Yield
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 1718733/; Multistep reaction;

...Expand

: 4755-77-5
Ethyl oxalyl chloride

: 67-63-0
isopropyl alcohol

A: 39183-50-1
N-Isopropoxycarbonylurethan

B: 39183-53-4
N-Isopropoxyethoxalamid

C: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 635639/; Multistep reaction;

...Expand

: 4755-77-5
Ethyl oxalyl chloride

: 110-83-8
cyclohexene

A: 39183-57-8
N-Aethoxalylcyclohexanonimin

B: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
(i) aq. NaN3, CH2Cl2, (ii) /BRN= 906737/; Multistep reaction. Further byproducts given;

...Expand

: 14011-27-9
ethyl chloronitroacetate

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
at 160 - 180℃; for 21h;	1.43 g

: 6060-97-5
ethyl ester of bromonitroacetic acid

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
at 160 - 180℃; for 16h;	1.28 g

: 33235-31-3
5-fluoro-1H-imidazole-4-carboxylic acid ethyl ester

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In diethyl ether

: 7664-41-7
ammonia

: 4755-77-5
Ethyl oxalyl chloride

: 617-36-7
Ethyl oxamate

: 4-(2,4-difluorobiphenylyl)-2-methyl-4-oxobutanoic acid

: 541-41-3
chloroformic acid ethyl ester

: 459-73-4
GlyOEt*HCl

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With 1-ethyl-piperidine In N-methyl-acetamide; hydrogenchloride; dichloromethane; water; sodium hydrogencarbonate	4.3 g (67.2 % theor.)

...Expand

ethyl acetamidate-HCl salt: ethyl acetamidate-HCl salt

: 128200-13-5
3-aminomethyl-3-hydroxy-1-azabicyclo[2.2.2]octane

A: 2-Methyl-spiro(1,3 oxazoline-5,3')quinuclidine

B: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With Hg In dichloromethane

...Expand

: 95-92-1
oxalic acid diethyl ester

: 57-13-6
urea

A: 617-36-7
Ethyl oxamate

B: 51-79-6
urethane

C: 19617-44-8
diethyl iminodicarboxylate

Conditions

Conditions	Yield
With di(n-butyl)tin oxide at 140℃; for 2h; Inert atmosphere;	A 63 %Chromat. B 63.5 %Chromat. C 15 %Chromat.

...Expand

: 4755-77-5
Ethyl oxalyl chloride

: 617-36-7
Ethyl oxamate

Conditions

Conditions	Yield
With ammonia; triethylamine at 0 - 20℃;

: 13089-11-7
methyl 3,3,3-trifluoropyruvate

: 617-36-7
Ethyl oxamate

: 915033-02-2
2-(ethoxyoxalyl-amino)-3,3,3-trifluoro-2-hydroxy-propionic acid methyl ester

Conditions

Conditions	Yield
at 20℃; for 16h;	98%

: 617-36-7
Ethyl oxamate

: 276238-86-9
4,5-Dichloro-3-nitro-1,2-diaminobenzene

: 3-Amino-6,7-dichloro-8-nitroquinoxalin-2(1H)-one

Conditions

Conditions	Yield
In ethanol	96%

: 617-36-7
Ethyl oxamate

: 95-54-5
1,2-diamino-benzene

: 35015-91-9
3-amino-2(1H)-quinoxalinone

Conditions

Conditions	Yield
With pyridine for 24h; Reflux;	95%
With pyridine for 8h; Reflux;

: 93131-78-3
4-methyl-2-oxo-2H-chromen-7-yl-1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

: 617-36-7
Ethyl oxamate

: ethyl 2-((4-methyl-2-oxo-2H-chromen-7-yl)amino)-2-oxoacetate

Conditions

Conditions	Yield
With potassium phosphate; [(2-di-tert-butylphosphino-2′,4′,6′-triisopropyl-1, 1′-biphenyl)-2-(2′-amino-1,1′-biphenyl)] palladium(II) methanesulfonate In toluene at 100℃; for 48h; Buchwald-Hartwig Coupling;	94%

: 5700-60-7
1,2-Diphenylethylenediamine

: 617-36-7
Ethyl oxamate

: 39213-73-5
3-amino-5,6-diphenyl-2(1H)-pyrazinone

Conditions

Conditions	Yield
With pyridine for 12h; Reflux;	93.5%

: 617-36-7
Ethyl oxamate

: 74-89-5
methylamine

: 22509-04-2
N-methyloxamide

Conditions

Conditions	Yield
In ethanol for 0.0833333h; Heating;	93%
In ethanol Heating;

: 617-36-7
Ethyl oxamate

: 28144-70-9
anthranilic acid amide

: 29113-33-5
ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate

Conditions

Conditions	Yield
With acetic acid for 0.5h; Heating;	92%

: 16735-76-5
N-(4-methoxybenzyl)hydrazinecarbothioamide

: 617-36-7
Ethyl oxamate

: 61320-96-5
1-oxamoyl-4-(p-methoxybenzyl)-3-thiosemicarbazide

Conditions

Conditions	Yield
With sodium methylate In methanol; water	91%

: 617-36-7
Ethyl oxamate

: 22483-09-6
2,2-dimethoxyethylamine

: 68797-27-3
N'-(2,2-dimethoxyethyl)oxamide

Conditions

Conditions	Yield
Stage #1: 2,2-dimethoxyethylamine In ethanol at 50℃; for 0.166667h; Stage #2: Ethyl oxamate In ethanol at 80℃;	90%
In ethanol

: 617-36-7
Ethyl oxamate

: 7646-85-7
zinc(II) chloride

: 172342-91-5, 34383-62-5
{Zn(Hoxm)2(H2O)2}

Conditions

Conditions	Yield
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h;	90%

: 617-36-7
Ethyl oxamate

: 7646-79-9
cobalt(II) chloride

: {Co(Hoxm)2(H2O)2}*2H2O

Conditions

Conditions	Yield
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h;	90%

: 617-36-7
Ethyl oxamate

: copper dichloride

: 131345-69-2, 152102-97-1, 312904-31-7
Cu(Hoxm)2(H2O)2

Conditions

Conditions	Yield
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h;	90%

: 617-36-7
Ethyl oxamate

: nickel dichloride

: 131345-68-1, 152075-74-6
Ni(Hoxm)2(H2O)2

Conditions

Conditions	Yield
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h;	90%

: 617-36-7
Ethyl oxamate

: manganese(ll) chloride

: 131345-67-0
Mn(Hoxm)2(H2O)2

Conditions

Conditions	Yield
With H2O In ethanol; water byproducts: C2H5OH, HCl; 50°C, 3 h;	90%

: 79-37-8
oxalyl dichloride

: 617-36-7
Ethyl oxamate

: 2949-22-6
Glycine ethyl ester isocyanate

Conditions

Conditions	Yield
In dichloromethane Reflux;	90%

: 617-36-7
Ethyl oxamate

: 85047-08-1
2-amino(2H4)ethan-1-ol

Conditions

Conditions	Yield
With lithium aluminium deuteride In tetrahydrofuran	90%
With lithium aluminium deuteride In tetrahydrofuran at 0℃; for 10h; Reflux;	4.4 g

: 271-89-6
1-benzofurane

: 924-44-7
glyoxylic acid ethyl ester

: 617-36-7
Ethyl oxamate

: ethyl 2-(benzofuran-2-yl)-2-((ethoxycarbonyl)amino)acetate

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 16h;	88%

...Expand

: 617-36-7
Ethyl oxamate

: 16982-21-1
ethyl 2-amino-2-thioxoacetate

Conditions

Conditions	Yield
With Lawessons reagent In toluene at 80℃; for 1h;	87%
With Lawessons reagent In tetrahydrofuran Reflux;	83%
With Lawessons reagent In tetrahydrofuran for 2h; Heating / reflux;	80%

: 89376-43-2
4-[(2-aminoethyl)amino]-3-penten-2-one

: 617-36-7
Ethyl oxamate

: 122054-71-1
N-[2-((Z)-1-Methyl-3-oxo-but-1-enylamino)-ethyl]-oxalamide

Conditions

Conditions	Yield
In dichloromethane for 0.25h; Heating;	86%

: 617-36-7
Ethyl oxamate

: 728-87-0
4,4'-Dimethoxybenzhydrol

: ethyl N-(4,4'-dimethoxybenzhydryl)oxamate

Conditions

Conditions	Yield
With sulfuric acid In acetic acid at 20℃; for 24h;	83%

: 79-37-8
oxalyl dichloride

: 617-36-7
Ethyl oxamate

: 66913-88-0
ethoxycarbonylcarbonyl isocyanate

Conditions

Conditions	Yield
With 1,2-dichloro-ethane Heating;	82%
In 1,2-dichloro-ethane for 5h; Carbonylation; Heating;	82%
In 1,2-dichloro-ethane for 16h; Condensation; Heating;	68%
In dichloromethane at 0 - 25℃; for 12h;	39%

: 202580-66-3
4-(2,4,6-trimethylphenyl)-5-aminotriazole

: 617-36-7
Ethyl oxamate

: 4-(2,4,6-trimethylphenyl)-5-acetamidinotriazole, acetic acid salt

Conditions

Conditions	Yield
In acetic acid; acetonitrile	82%

: 617-36-7
Ethyl oxamate

: (Diethoxymethyl)triethylammoniumtetrafluoroborat

: 79437-79-9
<(Ethoxymethylen)amino>oxoessigsaeure-ethylester

Conditions

Conditions	Yield
In dichloromethane 1) 1 h, 0 deg C, 2) 2 h, r.t.;	81%

: 19172-47-5
Lawessons reagent

: 144-55-8
sodium hydrogencarbonate

: 617-36-7
Ethyl oxamate

: 16982-21-1
ethyl 2-amino-2-thioxoacetate

Conditions

Conditions	Yield
In tetrahydrofuran	80%

...Expand

: 31595-63-8
3-hydrazineylidene-3,4-dihydroquinoxalin-2(1H)-one

: 617-36-7
Ethyl oxamate

: 1489264-69-8
2-hydroxy-1-imino-1H-[1,2,4]triazino[4,3-a]quinoxalin-5(6H)-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 90℃; for 8h;	79%

: 617-36-7
Ethyl oxamate

: 1904-58-1
anthranilic acid hydrazide

: 34127-27-0
ethyl 3-amino-4-oxo-3,4-dihydroquinazoline-2-carboxylate

Conditions

Conditions	Yield
With acetic acid for 0.5h; Heating;	78%

: 617-36-7
Ethyl oxamate

: 536-74-3
phenylacetylene

: 1095320-58-3
ethyl oxo{[(Z)-2-phenylvinyl]amino}acetate

Conditions

Conditions	Yield
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; Inert atmosphere; optical yield given as %de; stereoselective reaction;	78%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); 1,4-bis(dicyclohexylphosphino)butane; ytterbium(III) triflate In N,N-dimethyl-formamide at 60℃; for 6h; anti-Markovnikov hydroamidation; Inert atmosphere; optical yield given as %de; stereoselective reaction;	78%

: 924-44-7
glyoxylic acid ethyl ester

: 31271-90-6
1-(p-toluenesulfonyl)-1H-indole

: 617-36-7
Ethyl oxamate

: ethyl 2-((ethoxycarbonyl)amino)-2-(1-tosyl-1H-indol-3-yl)acetate

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In 1,2-dichloro-ethane at 60℃; for 16h;	78%

...Expand

Ethyl oxamate Specification

The Ethyl oxamate with cas registry number of 617-36-7, belongs to the following product categories: (1)Amides; (2)Carbonyl Compounds; (3)Organic Building Blocks. Its IUPAC name is ethyl 2-amino-2-oxoacetate and its systematic name is ethyl amino(oxo)acetate. Besides this, it is also named Acetic acid, aminooxo-, ethyl ester.

Physical properties about this chemical are: (1)ACD/LogP: -0.47; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.47; (4)ACD/LogD (pH 7.4): -0.47; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 13.29; (8)ACD/KOC (pH 7.4): 13.29; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 46.61 Å²; (13)Index of Refraction: 1.437; (14)Molar Refractivity: 25.92 cm³; (15)Molar Volume: 98.8 cm³; (16)Polarizability: 10.27×10^-24cm³; (17)Surface Tension: 41 dyne/cm; (18)Enthalpy of Vaporization: 42.5 kJ/mol; (19)Vapour Pressure: 0.59 mmHg at 25°C.

Uses of Ethyl oxamate: it can be used to produce 2-thio-oxalamic acid ethyl ester. This reaction will need reagent P2S5 and solvent toluence with reaction time of 2 hours.The yield is about 71%.

When you are using this chemical, please be cautious about it as the following:
Do not breathe dust and avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES:O=C(N)C(=O)OCC;
(2)InChI:InChI=1/C4H7NO3/c1-2-8-4(7)3(5)6/h2H2,1H3,(H2,5,6);
(3)InChIKey:RZMZBHSKPLVQCP-UHFFFAOYAA;
(4)Std. InChI:InChI=1S/C4H7NO3/c1-2-8-4(7)3(5)6/h2H2,1H3,(H2,5,6);
(5)Std. InChIKey:RZMZBHSKPLVQCP-UHFFFAOYSA-N.

Product Name

ETHYL OXAMATE

Synthetic route

Ethyl oxamate Specification

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