Conditions | Yield |
---|---|
With hydrogen bromide at 0℃; und folgendes Kochen; |
2-(dimethylamino)ethyl bromide hydrobromide
(3R,4S)-3-Hydroxy-4-(4-methoxy-phenyl)-7-trifluoromethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one
cis-3-hydroxy-1-<2-(dimethylamino)ethyl>-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-7-(trifluoromethyl)-2H-1-benzazepin-2-one
Conditions | Yield |
---|---|
With barium dihydroxide; benzyltrimethylammonium chloride In dichloromethane; water for 16h; | 93% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: 2-ethyl-4-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 21.5h; | 90% |
ethyl 1H-imidazole-2-carboxylate
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: ethyl 1H-imidazole-2-carboxylate With potassium carbonate In acetonitrile for 0.5h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In acetonitrile at 80℃; for 3h; | 87.7% |
Stage #1: ethyl 1H-imidazole-2-carboxylate With potassium carbonate In acetonitrile for 0.5h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In acetonitrile at 80℃; for 3h; | 87.7% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: 2,4-dimethyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 21.5h; | 86% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: 2-isopropyl-4-methyl-N-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-6-yl)thiazol-2-yl)oxazole-5-carboxamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.166667h; Inert atmosphere; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide; mineral oil at 20℃; for 21.5h; | 83% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 50℃; | 79% |
2-(dimethylamino)ethyl bromide hydrobromide
phenol
dimethyl(2-phenoxyethyl)amine
Conditions | Yield |
---|---|
With sodium hydride In diethyl ether; N,N-dimethyl-formamide for 15h; Ambient temperature; | 78% |
Conditions | Yield |
---|---|
Stage #1: C19H17ClN2O2 With sodium hydride In N,N-dimethyl-formamide; mineral oil at 40℃; for 0.5h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide; mineral oil at 40℃; | 78% |
3-allyl-2-thioxo-2,3-dihydro-1H-spiro[benzo[h]quinazoline-5,1'-cyclohexan]-4(6H)-one
2-(dimethylamino)ethyl bromide hydrobromide
C24H31N3OS
Conditions | Yield |
---|---|
With potassium hydroxide In butanone at 70℃; for 16h; Inert atmosphere; | 75% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 50℃; | 70% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: 3-ethyl-5-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-6-carbaldehyde With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide at 100℃; for 2h; Microwave irradiation; | 69% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 50℃; | 68% |
2-(dimethylamino)ethyl bromide hydrobromide
methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 10h; | 67% |
2-(dimethylamino)ethyl bromide hydrobromide
Benzo[b]thiophene
(2-benzo[b]thiophen-2-yl-ethyl)-dimethyl-amine
Conditions | Yield |
---|---|
Stage #1: Benzo[b]thiophene With n-butyllithium In tetrahydrofuran; hexanes Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In tetrahydrofuran; hexanes at -78 - 0℃; for 5h; Product distribution / selectivity; | 65% |
Stage #1: Benzo[b]thiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In tetrahydrofuran; hexane at -78 - 0℃; | 65% |
1-benzofurane
2-(dimethylamino)ethyl bromide hydrobromide
(2-benzofuran-2-yl-ethyl)-dimethyl-amine
Conditions | Yield |
---|---|
Stage #1: 1-benzofurane With n-butyllithium In tetrahydrofuran; hexane at -78℃; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In tetrahydrofuran; hexane at -78 - 20℃; | 62% |
2-(dimethylamino)ethyl bromide hydrobromide
3-chloro-8-methoxy-11H-indolo<3,2-c>quinoline
[2-(3-chloro-8-methoxy-indolo[3,2-c]quinolin-11-yl)-ethyl]-dimethyl-amine
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In toluene at 70℃; for 5h; | 61% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With potassium carbonate In ISOPROPYLAMIDE at 100℃; for 1h; | 57% |
2-(dimethylamino)ethyl bromide hydrobromide
tert-butyl 1,2,5-thiadiazolidine-2-carboxylate1,1-dioxide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; | 55% |
2-(dimethylamino)ethyl bromide hydrobromide
tert-butyl[4-(2-dimethyl-aminoethyl)-5-oxoperhydro-1,4-thiazepin-6-yl]carbamate
Conditions | Yield |
---|---|
Stage #1: (hexahydro-5-oxo-1,4-thiazepin-6-yl)carbamic acid-(1,1-dimethylethyl)ester With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide With sodium iodide In N,N-dimethyl-formamide for 1.5h; | 52% |
N'-((5-cyanopyrazolo[1,5-a]pyridin-3-yl)methylene)-2-methyl-5-nitrobenzenesulfonohydrazide
2-(dimethylamino)ethyl bromide hydrobromide
N'-((5-cyanopyrazolo[1,5-a]pyridin-3-yl)methylene)-N-(2-(dimethylamino)ethyl)-2-methyl-5-nitrobenzenesulfonohydrazide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; | 47% |
2-(dimethylamino)ethyl bromide hydrobromide
N,N-dimethyl-5-amino-2H-pyrido[3',2':5,6]thiopyrano[4,3,2-cd]indazole-2-ethanamine
Conditions | Yield |
---|---|
With potassium carbonate In toluene for 15h; Heating; | 45% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile for 18h; Reflux; | 42% |
2-(4-fluorophenyl)oxazolo[4,5-c]quinolin-4(5H)-one
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 130℃; for 3h; | 39% |
2-(dimethylamino)ethyl bromide hydrobromide
N,N-diethyl-5-amino-2H-pyrido[3',2':5,6]thiopyrano[4,3,2-cd]indazole-2-ethanamine
Conditions | Yield |
---|---|
With potassium carbonate In toluene for 15h; Heating; | 25% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: 5-(2-hydroxyphenyl)-9-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]-3,9-diazaspiro[5.5]undecan-2-one With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide at 80℃; for 12h; | 25% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 90℃; for 16h; Sealed tube; | 20.8% |
pyrazole-4-boronic acid pinacol ester
2-(dimethylamino)ethyl bromide hydrobromide
N,N-dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethan-1-amine
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 70℃; | 20% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl acetamide at 60℃; | 18% |
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In ethanol for 9h; Reflux; | 16.5% |
2-(dimethylamino)ethyl bromide hydrobromide
Conditions | Yield |
---|---|
Stage #1: [4-[5-(4-bromophenyl)-1-[2-(trifluoromethyl)phenyl]pyrrol-2-yl]phenyl]methanol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2-(dimethylamino)ethyl bromide hydrobromide In N,N-dimethyl-formamide at 90℃; for 18h; Inert atmosphere; Stage #3: With hydrogenchloride In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.5h; | 16% |
The 2-Bromo-N,N-dimethylethanaminium bromide, with the CAS registry number 2862-39-7, is also known as N,N-Dimethyl-beta-bromoethylamine hydrobromide. Its EINECS number is 220-680-4. This chemical's molecular formula is C4H11Br2N and formula weight is 232.94. What's more, its IUPAC name is 2-bromoethyl(dimethyl)azanium bromide. Its classification code is Drug/Therapeutic Agent.
Physical properties of 2-Bromo-N,N-dimethylethanaminium bromide are: (1)ACD/LogP: 1.04; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.49; (4)ACD/LogD (pH 7.4): 0.21; (5)ACD/BCF (pH 5.5): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 12.89; (8)#H bond acceptors: 1; (9)#H bond donors: 0; (10)#Freely Rotating Bonds: 2; (11)Flash Point: 27.4 °C; (12)Enthalpy of Vaporization: 35.98 kJ/mol; (13)Boiling Point: 121.7 °C at 760 mmHg; (14)Vapour Pressure: 14.4 mmHg at 25°C.
Uses of 2-Bromo-N,N-dimethylethanaminium bromide: it can be used to produce dimethyl-(2-phenoxy-ethyl)-amine at the ambient temperature. It will need reagent NaH and solvent dimethylformamide, diethyl ether with the reaction time of 15 hours. The yield is about 78%.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C[NH+](C)CCBr.[Br-]
(2)InChI: InChI=1S/C4H10BrN.BrH/c1-6(2)4-3-5;/h3-4H2,1-2H3;1H
(3)InChIKey: MFRUVSDIZTZFFL-UHFFFAOYSA-N
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