Conditions | Yield |
---|---|
With sodium hydroxide In N,N-dimethyl-formamide distillation; | 92% |
With triethanolamine at 150℃; | 81% |
With triethanolamine In ethylene glycol at 150℃; | 81% |
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With aniline at 150℃; |
N,O-Dimethylhydroxymethan
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
at 298℃; Thermodynamic data; rearrangement of N-oxide to O-alkyl hydroxylamines , ΔH, ΔS, ΔG; |
N-nitroso-N,O-dimethylhydroxylamine
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With perchloric acid; ammonium sulfamate; sodium thiocyanide at 50℃; Rate constant; | |
With 2,2-dicloroethanol In cyclohexane at 25℃; Kinetics; Equilibrium constant; Decomposition; |
β-(N-methyl-N-methoxyamine)-α-nitrostilbene
A
(E)-β-Methoxy-α-nitrostilbene
B
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
In water; dimethyl sulfoxide at 20℃; Equilibrium constant; |
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With potassium hydroxide durch Verseifung; |
Conditions | Yield |
---|---|
Verseifung; |
N-Methoxy-N-methylacetamide
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
In ethanol | |
With sulfuric acid at 76℃; for 5h; |
methyl methoxy methyl carbamate
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water |
dimethyl sulfate
A
O-Methylhydroxylamin
B
N,N-dimethylhydroxylamine
C
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With hydroxylamine hemisulfate; sodium carbonate; sodium hydroxide In water at 2 - 5℃; for 2h; |
methylene chloride
A
O-Methylhydroxylamin
B
N,N-dimethylhydroxylamine
C
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium carbonate; sodium hydroxide In water at 2 - 5℃; for 2h; Concentration; Temperature; |
S-2-azido-3-(N-Boc-piperidyl)-propionic acid
N,0-dimethylhydroxylamine
4-[2-azido-2-(methoxy-methyl-carbamoyl)-ethyl]-piperidine-1-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In dichloromethane | 100% |
N-(tert-butyloxycarbonyl)-L-isoleucine
N,0-dimethylhydroxylamine
N-(tert-butoxycarbonyl)-L-isoleucine N'-methoxy-N'-methylamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at -15℃; for 1h; | 100% |
Stage #1: N-(tert-butyloxycarbonyl)-L-isoleucine; N,0-dimethylhydroxylamine With triethylamine at 0℃; Stage #2: With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine | 95% |
With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In dichloromethane | 94% |
N-(tert-butoxycarbonyl)-D-proline
N,0-dimethylhydroxylamine
[tert-butyl (R)-2-(methoxy(methyl)carbamoyl)pyrrolidine-1-carboxylate]
Conditions | Yield |
---|---|
Stage #1: N-(tert-butoxycarbonyl)-D-proline With HATU In dichloromethane at 0℃; for 1h; Stage #2: N,0-dimethylhydroxylamine With N-ethyl-N,N-diisopropylamine In dichloromethane at 20 - 27℃; for 16h; | 100% |
Stage #1: N-(tert-butoxycarbonyl)-D-proline With 1,1'-carbonyldiimidazole In dichloromethane for 0.5h; Stage #2: N,0-dimethylhydroxylamine In dichloromethane | 52% |
Stage #1: N-(tert-butoxycarbonyl)-D-proline With 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 0.5h; Stage #2: N,0-dimethylhydroxylamine In dichloromethane at 20℃; | 52% |
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine |
2-methyl-3-phenylpropanoyl chloride
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; | 100% |
N,0-dimethylhydroxylamine
2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid
tert-butyl 6-(Methoxy(methyl)carbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In methanol at 20℃; | 100% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; | 100% |
(R)-4-(tert-butyloxycarbonyl)morpholine-2-carboxylic acid
N,0-dimethylhydroxylamine
tert-butyl (2R)-2-[methoxy(methyl)carbamoyl]morpholine-4-carboxylate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide | 100% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane | 85% |
4-methoxy-3-cyanobenzoic acid
N,0-dimethylhydroxylamine
3-cyano-N,4-dimethoxy-N-methylbenzamide
Conditions | Yield |
---|---|
With triethylamine; HATU In dichloromethane at 20℃; for 2h; Inert atmosphere; | 100% |
pent-4-enoyl chloride
N,0-dimethylhydroxylamine
N-methoxy-N-methyl-4-pentenamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 1.5h; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; | 3.54 g |
4-bromo-2-picolinic acid
N,0-dimethylhydroxylamine
4-bromo-pyridine-2-carboxylic acid N-methoxy-N-methyl-amide
Conditions | Yield |
---|---|
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 100% |
1-benzyloxycarbonylpiperidine-4-carboxylic acid
N,0-dimethylhydroxylamine
4-(N-methoxy-N-methyl-carbamoyl)-piperidine-1-carboxylic acid benzyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 15h; | 100% |
1-(tert-butoxycarbonyl)-4-methylpiperidine-3-carboxylic acid
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With triethylamine; HATU In dichloromethane for 14h; Cooling with ice; | 100% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 14h; Reagent/catalyst; Solvent; | 100% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 14h; | 100% |
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane for 14h; Solvent; Reagent/catalyst; | 100% |
Conditions | Yield |
---|---|
With triethylamine; 1,1'-carbonyldiimidazole In tetrahydrofuran; acetonitrile at 20 - 80℃; for 168h; Inert atmosphere; | 100% |
2-nitro-4-dichloromethylsulfonylchlorobenzene
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With triethylamine In benzene Heating; | 99.2% |
N-tert-butoxycarbonyl-L-phenylalanine
N,0-dimethylhydroxylamine
Boc-Phe-OH N,O-dimethyl hydroxamate
Conditions | Yield |
---|---|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In dichloromethane | 99% |
With 1,1'-carbonyldiimidazole | 98% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate | 95% |
N,0-dimethylhydroxylamine
para-chlorobenzoic acid
4-chloro-N-methoxy-N-methylbenzamide
Conditions | Yield |
---|---|
Stage #1: N,0-dimethylhydroxylamine; para-chlorobenzoic acid In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 99% |
With 1,1'-carbonyldiimidazole | |
With triethylamine; 1,1'-carbonyldiimidazole |
phenylacetyl chloride
N,0-dimethylhydroxylamine
N-methoxy-N-methyl-2-phenylacetamide
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 0 - 20℃; for 1.16667h; Inert atmosphere; | 99% |
With pyridine In dichloromethane | 98% |
With diaminopyridine; triethylamine In dichloromethane at 20℃; | 78.7% |
65% | |
With pyridine In chloroform |
Conditions | Yield |
---|---|
In ethanol for 4h; Heating; | 99% |
tert-butyl N-(1S,5E)-1-methyl-6-[(1S,4R,5S)-3-oxo-2-oxabicyclo[2.2.1]hept-5-yl]-5-hexenylcarbamate
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With isopropylmagnesium chloride In tetrahydrofuran at -20℃; | 99% |
N6-Boc-N2-Cbz-lysine
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 19h; | 99% |
4-(4-methylphenoxy)benzoic acid
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
Stage #1: 4-(4-methylphenoxy)benzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N,0-dimethylhydroxylamine With triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; | 99% |
Stage #1: 4-(4-methylphenoxy)benzoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N,0-dimethylhydroxylamine In N,N-dimethyl-formamide at 20℃; for 24h; |
N,0-dimethylhydroxylamine
4-nitro-benzoic acid
N-methoxy-N-methyl-4-nitrobenzamide
Conditions | Yield |
---|---|
Stage #1: N,0-dimethylhydroxylamine; 4-nitro-benzoic acid In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 99% |
Conditions | Yield |
---|---|
Stage #1: 1-naphthalenecarboxylic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 99% |
2-furanoic acid
N,0-dimethylhydroxylamine
N-methoxy-N-methyl-2-furancarboxamide
Conditions | Yield |
---|---|
Stage #1: 2-furanoic acid; N,0-dimethylhydroxylamine In toluene at 0℃; for 0.166667h; Stage #2: With phosphorus trichloride In toluene at 20 - 60℃; for 0.5h; | 99% |
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
In toluene at 90℃; Schlenk technique; Inert atmosphere; | 99% |
methyl cyclohexylcarboxylate
N,0-dimethylhydroxylamine
N-methoxy-N-methylcyclohexanecarboxamide
Conditions | Yield |
---|---|
With isopropylmagnesium chloride In tetrahydrofuran at -20 - 20℃; for 10h; Inert atmosphere; | 99% |
N,0-dimethylhydroxylamine
Conditions | Yield |
---|---|
With isopropylmagnesium chloride In tetrahydrofuran at -20℃; for 1h; | 99% |
With isopropylmagnesium chloride In tetrahydrofuran at -20℃; for 1h; Grignard Reaction; | 99% |
1-methyl-1H-benzo[d]imidazole-5-carboxylic acid
N,0-dimethylhydroxylamine
N-methoxy-N,1-dimethyl-1H-benzo[d]imidazole-5-carboxamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; | 98.78% |
phenylacetonitrile
N,0-dimethylhydroxylamine
N-methoxy-N-methyl-2-phenylacetamide
Conditions | Yield |
---|---|
Stage #1: phenylacetonitrile With potassium phosphate at 30℃; for 12h; pH=6; Enzymatic reaction; Stage #2: N,0-dimethylhydroxylamine at 20℃; for 0.5h; Concentration; Temperature; pH-value; | 98.5% |
The Methoxymethylamine, with the CAS registry number 1117-97-1, is also known as O,N-Dimethylhydroxylamine. Its EINECS number is 214-255-2. This chemical's molecular formula is C2H7NO and molecular weight is 61.08. What's more, its systematic name is N-Methoxymethanamine.
Physical properties of Methoxymethylamine are: (1)ACD/LogP: 0.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.06; (4)ACD/LogD (pH 7.4): 0.13; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 23.82; (8)ACD/KOC (pH 7.4): 27.99; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 21.26 Å2; (13)Index of Refraction: 1.353; (14)Molar Refractivity: 16.655 cm3; (15)Molar Volume: 76.728 cm3; (16)Polarizability: 6.602×10-24cm3; (17)Surface Tension: 18.6 dyne/cm; (18)Density: 0.796 g/cm3; (19)Flash Point: -28.618 °C; (20)Enthalpy of Vaporization: 25.189 kJ/mol; (21)Boiling Point: 2.908 °C at 760 mmHg; (22)Vapour Pressure: 1706.8 mmHg at 25°C.
Preparation: this chemical can be prepared by N,O-dimethyl-hydroxylamine; hydrochloride by distillation. This reaction will need reagent NaOH and solvent dimethylformamide. The yield is about 92%.
Uses of Methoxymethylamine: it can be used to produce N-methoxy-N-methyl-a-monohydrohexafluoroisobutyramide at the temperature of 20 °C. It will need solvent diethyl ether with the reaction time of 48 hours. The yield is about 78.1%.
You can still convert the following datas into molecular structure:
(1)SMILES: O(NC)C
(2)Std. InChI: InChI=1S/C2H7NO/c1-3-4-2/h3H,1-2H3
(3)Std. InChIKey: KRKPYFLIYNGWTE-UHFFFAOYSA-N
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