N,N'-Dimethyloxalamide supplier

Name
N,N'-Dimethyloxalamide
EINECS 210-420-8
CAS No. 615-35-0
Article Data26
CAS DataBase
Density 1.091 g/cm³
Solubility
Melting Point 214-217 °C(lit.)
Formula C₄H₈N₂O₂
Boiling Point
Molecular Weight 116.12
Flash Point
Transport Information
Appearance
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Ethanediamide,N,N'-dimethyl- (9CI);Oxamide, N,N'-dimethyl- (6CI,7CI,8CI);N,N'-Dimethylethanediamide;N,N'-Dimethyloxalamide;N,N'-Dimethyloxamide;NSC80645;
PSA 58.20000
LogP -0.73980

Synthetic route

: 79-37-8
oxalyl dichloride

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	85%

: 67-56-1
methanol

: 102146-42-9
1,3-dimethyl-2-methylamino-1,3,2-diazaphospholidine-2,4,5-trione

A: 615-35-0
N,N'-dimethyloxamide

B: 52420-88-9
dimethyl N-methylphosphoramidate

Conditions

Conditions	Yield
for 0.5h; Heating;	A 82% B 63%

...Expand

: 102146-42-9
1,3-dimethyl-2-methylamino-1,3,2-diazaphospholidine-2,4,5-trione

A: 615-35-0
N,N'-dimethyloxamide

B: 52420-88-9
dimethyl N-methylphosphoramidate

Conditions

Conditions	Yield
In methanol Heating;	A 82% B 63%

: 930273-29-3
5,5-diazido-1,3-dimethylbarbituric acid

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 50 - 60℃; for 6h;	69%

: 74067-15-5
methyl ester of 2-oxo-6-hydroperfluorohexanoic acid

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
In diethyl ether	62%

: 5176-82-9
1,3-dimethylparabanic acid

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With sodium hydrogencarbonate at 50 - 60℃; for 4h;	55%

: 5076-82-4
sarcosine anhydride

A: 615-35-0
N,N'-dimethyloxamide

B: 144-62-7
oxalic acid

Conditions

Conditions	Yield
With potassium permanganate

: 54820-02-9
N,N''-dimethyl-oxalamidine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
beim Aufbewahren an der Luft;

: 860583-01-3
N-cyanocarbonyl-N,N'-dimethyl-urea

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With sodium carbonate

: 944-73-0
1,3-dimethyluric acid

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With potassium permanganate

: 5415-44-1
1,3,7-trimethyluric acid

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With lead dioxide

: 95-92-1
oxalic acid diethyl ester

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

: 2050-60-4
di-n-butyl oxalate

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With tetrachloromethane at 20℃;
With methanol at -15℃;

: 2051-00-5
oxalic acid diisopentyl ester

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With tetrachloromethane at 20℃;
With methanol at -15℃;

: 18522-95-7
ethyl N-methyloxamate

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

: 120-79-6
N,N'-dimethyldithiooxamide

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With dihydrogen peroxide

: 54820-06-3
4,5-diimino-1,3-dimethyl-imidazolidin-2-one

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With water Heating;

: 1870-16-2
1,1,1,2,5,6,6,6-octafluoro-2,5-bis-trifluoromethyl-hexane-3,4-dione

: 74-89-5
methylamine

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
In diethyl ether

1.3.4-trimethyl-uracil: 1.3.4-trimethyl-uracil

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With potassium permanganate

7.9-dimethyl-uric acid glycol: 7.9-dimethyl-uric acid glycol

: 615-35-0
N,N'-dimethyloxamide

Conditions

Conditions	Yield
With dihydrogen peroxide

: 74-89-5
methylamine

acetyloxamethane: acetyloxamethane

: 615-35-0
N,N'-dimethyloxamide

caffolin: caffolin

A: 615-35-0
N,N'-dimethyloxamide

B ammonia and carbonic acid: ammonia and carbonic acid

Conditions

Conditions	Yield
With alkaline potassium permanganate

: 5158-50-9
dimethylboron bromide

: 615-35-0
N,N'-dimethyloxamide

: 2,2-dimethyl-5-(methylamino)-4-(methylimonio)-1-oxonia-3-oxa-2-borata-4-imoniocyclopentane bromide

Conditions

Conditions	Yield
In tetrachloromethane byproducts: HBr; 24 h, reflux; evapn. of the solvent in vac., drying, elem. anal.;	99%

: 615-35-0
N,N'-dimethyloxamide

: 75-24-1
trimethylaluminum

: 54865-60-0
Me4Al2(N,N-dimethyloxalamidate)

Conditions

Conditions	Yield
In diethyl ether (inert atm.), Me3Al injected into soln. of N,N-dimethyloxalamide (2.2:1)in Et2O at -76°C, warmed to room temp.; evapd.(vac.), elem. anal.;	99%

: 615-35-0
N,N'-dimethyloxamide

: 872-49-1
N-methyl-5-chloroimidazole

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate 1.) 100 deg C, 45min; 2.) 92 deg C, 75min;	95%
With phosphorus pentachloride for 2h;	46%
With phosphorus pentachloride; trichlorophosphate at 0 - 70℃; Inert atmosphere;	42%
With phosphorus pentoxide at 100℃; for 24h;	40%
With phosphorus pentachloride

: 615-35-0
N,N'-dimethyloxamide

: 14760-99-7
N,N’-dimethyl-N,N’-dinitrooxalamide

Conditions

Conditions	Yield
With dinitrogen pentoxide In carbon dioxide at 0 - 5℃; under 45004.5 - 60006 Torr; for 2h; Time; liquid CO2;	95%
With dinitrogen pentoxide at 5 - 20℃; under 4500.45 Torr; for 2h; Autoclave;	95%

: 52462-29-0
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

: 615-35-0
N,N'-dimethyloxamide

: 1315573-61-5
Ru2(η6-iPrC6H4Me)2(oxa)Cl2

Conditions

Conditions	Yield
Stage #1: N,N'-dimethyloxamide With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 2h; Reflux; Stage #2: [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 In tetrahydrofuran	91%
With n-BuLi In tetrahydrofuran n-BuLi (0.48 mmol) was added to a soln. of a ligand (0.24 mmol) in THF at -78°C; the mixt. was stirred and warmed to room temp. (2 h); then the mixt. was added to a soln. of Ru-contg. compd. (0.24 mmol) in THF; stirring overnight; the solvent was evapd. in vac.; the residue was washed with H2O, Et2O, and pentane; elem. anal.;	61%

: 615-35-0
N,N'-dimethyloxamide

: 97-93-8
triethylaluminum

: 54865-61-1
Et4Al2(N,N-dimethyloxalamidate)

Conditions

Conditions	Yield
In diethyl ether (inert atm.), Et3Al injected into soln. of N,N-dimethyloxalamide (2.2:1)in Et2O at -76°C, warmed to room temp.; evapd.(vac.), elem. anal.;	81%

: 615-35-0
N,N'-dimethyloxamide

: 10025-91-9
antimony(III) chloride

: antimony(III) chloride N,N'-dimethyloxamide complex

Conditions

Conditions	Yield
In benzene under N2, SbCl3 in C6H6 added dropwise to ice-cold, stirred soln. of MeNHCOCONHMe in C6H6, warmed at 50°C for several hours; ppt. collected by filtration, purified by vac. sublimation, recrystd. from C6H6; elem. anal.;	80.9%

: 4669-59-4
bis(diethylamino)dimethylsilane

: 615-35-0
N,N'-dimethyloxamide

: 1,3-Dimethyl-1,3-diaza-2-sila-cyclopentan-4,5-dion

Conditions

Conditions	Yield
at 230℃; for 2h;	80%

: 5158-50-9
dimethylboron bromide

: 615-35-0
N,N'-dimethyloxamide

: 91358-04-2
2,2,3-trimethyl-5-(methylamino)-1-oxonia-3-aza-2-boratacyclopentan-4-one

Conditions

Conditions	Yield
In tetrachloromethane byproducts: HBr; reflux, 24 h; after removing the solvent, excess Me2BBr and HBr, the product was distd., elem. anal.;	79%

: 615-35-0
N,N'-dimethyloxamide

: 100-99-2
triisobutylaluminum

: 1220632-13-2
iBu4Al2(N,N-dimethyloxalamidate)

Conditions

Conditions	Yield
In diethyl ether (inert atm.), iBu3Al injected into soln. of N,N-dimethyloxalamide (2.2:1) in Et2O at -76°C, warmed to room temp.; evapd.(vac.), elem. anal.;	75%

: 615-35-0
N,N'-dimethyloxamide

: 581775-94-2
Mo2(N,N′-di(p-anisyl)formamidinate)3(O2CCH3)

: [(Mo2(N,N'-di-p-anisylformamidinato)3)2(N,N'-dimethyloxamidate)]*CH2Cl2

Conditions

Conditions	Yield
With NaOCH3 In tetrahydrofuran; methanol byproducts: NaO2CCH3; N2 atm.; to a mixt. of complex and dimethyloxamide was added THF, then 0.5 M soln. of NaOCH3 in methanol, the mixt. was stirred at room temp. overnight; decanted, the solid was washed with ethanol, followed by hexanes, dired under vac., extd. with CH2Cl2, passed through a Celite-packed frit, reduced in vol. under vac., ethanol was added, ppt. was filtered and dried under vac.; elem. anal.;	74%
With NaOCH3 In tetrahydrofuran byproducts: CH3OH, NaO2CCH3; (N2); using Schlenk techniques; treatment of Mo2(N,N'-di-p-anisylformamidinate)3(O2CMe) with N,N'-dimethyloxamide in the presence of methanolic soln. of NaOCH3;

Yield

With NaOCH3 In tetrahydrofuran; methanol byproducts: NaO2CCH3; N2 atm.; to a mixt. of complex and dimethyloxamide was added THF, then 0.5 M soln. of NaOCH3 in methanol, the mixt. was stirred at room temp. overnight; decanted, the solid was washed with ethanol, followed by hexanes, dired under vac., extd. with CH2Cl2, passed through a Celite-packed frit, reduced in vol. under vac., ethanol was added, ppt. was filtered and dried under vac.; elem. anal.;

74%

With NaOCH3 In tetrahydrofuran byproducts: CH3OH, NaO2CCH3; (N2); using Schlenk techniques; treatment of Mo2(N,N'-di-p-anisylformamidinate)3(O2CMe) with N,N'-dimethyloxamide in the presence of methanolic soln. of NaOCH3;

: 615-35-0
N,N'-dimethyloxamide

: [Ni(2,4,4-trimethyl-1,5,9-triazacyclododec-1-ene)(μ-OH)]2(PF6)2

: ([Ni(2,4,4-trimethyl-1,5,9-triazacyclododec-1-ene)]2(μ-N,N'-dimethyloxamidate))(PF6)2

Conditions

Conditions	Yield
In acetone to suspn. (Mi(Me3(12)aneN3)(μ-OH))2(PF6)2 in acetone H2dmoa was addedand stirred under reflux for 1 h and at room temp. for 24 h; soln. was concd. at reduced pressure, Et2O was added, ppt. was filtered off, washed with Et2O, and air-dried; elem. anal.;	72%

: 5-[5-(4-bromophenyl)oxazol-2-yl]-1-cycloheptyl-2-(furan-3-yl)-1H-benzimidazole

: 615-35-0
N,N'-dimethyloxamide

: N-[4-[2-[1-chlorophenyl-2-(furan-3-yl)-1H-benzimidazol-5-yl]oxazol-5-yl]-phenyl]-N',N'-dimethyl-oxalamide

Conditions

Conditions	Yield
With caesium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 120℃; for 0.333333h;	65.2%

: 5158-50-9
dimethylboron bromide

: 615-35-0
N,N'-dimethyloxamide

A: 91358-03-1
3,3,4,7,7,8-hexamethyl-2,6-dioxonia-4,8-diaza-3,7-diboratabicyclo[3.3.0]octane

B: 91387-20-1
3,3,6,7,7,8-hexamethyl-2-oxonia-4-oxa-6-azonia-8-aza-3,7-diboratabicyclo[3.3.0]octane

Conditions

Conditions	Yield
In tetrachloromethane byproducts: HBr; reflux, 24 h; after removing the solvent, excess Me2BBr and HBr, the product was sublimed and recrystd. from CCl4, elem. anal.;	A 52% B 7%

...Expand

: 615-35-0
N,N'-dimethyloxamide

: 4731-36-6
Tri-tert-butylaluminium

: 1220632-14-3
tBu4Al2(N,N-dimethyloxalamidate)

Conditions

Conditions	Yield
In diethyl ether (inert atm.), tBu3Al injected into soln. of N,N-dimethyloxalamide (2.2:1) in Et2O at -76°C, warmed to room temp.; evapd.(vac.), crystd.(n-hexane) at -20°C, elem. anal.;	45%

: 615-35-0
N,N'-dimethyloxamide

: 98-88-4
benzoyl chloride

: 76681-86-2
benzoic acid anhydride with N-methyl-2-(methylamino)-2-oxoethanimidic acid

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 0.5h;	41%

: 615-35-0
N,N'-dimethyloxamide

: 16703-51-8
N,N-Dimethyl-1-cyanoformamide

Conditions

Conditions	Yield
With phosphorus pentoxide

N,N'-Dimethyloxalamide Specification

This chemical is called N,N'-Dimethyloxalamide, and it can also be named as Ethanediamide, N,N'-dimethyl-. With the molecular formula of C₄H₈N₂O₂, its molecular weight is 116.12. The CAS registry number of this chemical is 615-35-0, and its product categories are Amides; Carbonyl Compounds; Organic Building Blocks.

Other characteristics of the N,N'-Dimethyloxalamide can be summarised as followings: (1)ACD/LogP: -1.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.29; (4)ACD/LogD (pH 7.4): -1.29; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 4.72; (8)ACD/KOC (pH 7.4): 4.72; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 40.62 Å²; (13)Index of Refraction: 1.436; (14)Molar Refractivity: 27.82 cm³; (15)Molar Volume: 106.4 cm³; (16)Polarizability: 11.03×10^-24cm³; (17)Surface Tension: 34.1 dyne/cm; (18)Density: 1.091 g/cm³.

Production method of this chemical: The N,N'-Dimethyloxalamide could be obtained by the reactants of methanol, 1,3-dimethyl-2-methylamino-1,3,2-diazaphospholidine-2,4,5-trione. This reaction should be taken for 30 minutes, and the other condition is heating. Additionally, the yield is 63 %.

Uses of this chemical: The 5-chloro-1-methyl-1H-imidazole could be obtained by the reactant of N,N'-Dimethyloxalamide. This reaction needs the reagent of P₂O₅. The yield is 40 %. This reaction should be taken for 24 hours at the temperature of 100 °C.

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

You can still convert the following datas into molecular structure:
1.SMILES: O=C(NC)C(=O)NC
2.InChI: InChI=1/C4H8N2O2/c1-5-3(7)4(8)6-2/h1-2H3,(H,5,7)(H,6,8)
3.InChIKey: IPZCJUOJSODZNK-UHFFFAOYAI

Product Name

N,N'-Dimethyloxalamide

Synthetic route

N,N'-Dimethyloxalamide Specification

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