Conditions | Yield |
---|---|
With sodium hydroxide In water at 45℃; for 2h; | 91.07% |
With triethylamine In diethyl ether at 20℃; | 83% |
With sodium hydroxide In water at 45 - 50℃; for 2h; | 80% |
Conditions | Yield |
---|---|
With thionyl chloride for 4h; Reflux; | 91% |
With thionyl chloride In chloroform at 0 - 70℃; for 4h; Inert atmosphere; | 83% |
With thionyl chloride; benzene zuletzt bei Siedetemperatur; | |
With thionyl chloride | |
With thionyl chloride In toluene for 2h; Reflux; |
N,N-dimethyl-3-phenoxypropan-1-amine
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With hydrogenchloride at 170 - 180℃; |
Conditions | Yield |
---|---|
With diethyl ether at 40℃; | |
With benzene | |
With Petroleum ether at 40℃; |
3-chloro-N,N-dimethylpropionamide
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride |
N,N-Dimethylazetidinium-chlorid
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
(pyrolysis); |
5-chloro-5,7-dihydrodibenzothiepin
B
N,N-dimethyl-3-(9,10-dihydro-9-phenanthrylthio)propylamine
C
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With magnesium 1) tetrahydrofuran, 2) benzene, 4 h, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With chloroform; chlorine Irradiation.mit Gluehlampenlicht; | |
With chloroform; phosphorus pentoxide; chlorine Irradiation.mit Gluehlampenlicht; |
N,N-dimethylaminopropane
chloroform
chlorine
A
2-chloro-1-dimethylaminopropane
B
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
bei der Reaktion des Hydrochlorids; mit Gluehlampenlicht.Irradiation; |
N,N-dimethylaminopropane
chloroform
chlorine
A
2-chloro-1-dimethylaminopropane
B
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
bei der Reaktion des Hydrochlorids; mit Gluehlampenlicht.Irradiation; |
hydrogenchloride
N,N-dimethyl-3-phenoxypropan-1-amine
A
3-(Dimethylamino)propyl chloride
B
phenol
Conditions | Yield |
---|---|
at 170 - 180℃; |
B
3-(Dimethylamino)propyl chloride
9,10-dihydro-4H-thieno<3,2,b>benzazepine
3-(Dimethylamino)propyl chloride
[3-(9,10-dihydro-benzo[b]thieno[2,3-f]azepin-4-yl)-propyl]-dimethyl-amine
Conditions | Yield |
---|---|
With sodium hydride In xylene Heating; | 100% |
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone for 15h; Reflux; | 98% |
Conditions | Yield |
---|---|
Stage #1: 3-(Dimethylamino)propyl chloride With iodine; magnesium In diethyl ether; ethylene dibromide at 30 - 35℃; for 9h; Reflux; Large scale; Stage #2: 10,10-dimethyl-9,10-dihydroanthracen-9-one In diethyl ether; ethylene dibromide at 10 - 35℃; for 1h; Reflux; Large scale; | 97.2% |
2-chloro-7-nitro-10H-phenothiazine
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene Heating; | 97% |
4-protoadamantanone
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In benzene Heating; Stage #2: 4-protoadamantanone In benzene for 4h; Reflux; Stage #3: With water; ammonium chloride In benzene Cooling with ice; | 97% |
2-(5-bromo-2-methoxyphenyl)-2-(4-fluorophenyl)acetonitrile
3-(Dimethylamino)propyl chloride
2-(5-bromo-2-methoxyphenyl)-5-(dimethylamino)-2-(4-fluorophenyl)pentanenitrile
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; diethyl ether at -44 - 0℃; for 1.5h; Reflux; | 94% |
Conditions | Yield |
---|---|
In methanol; benzene at 20℃; for 15h; Inert atmosphere; Schlenk technique; | 94% |
5-methyl-2-(pyrazin-2-yl)thiazol-4-ol
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
Stage #1: 5-methyl-2-(pyrazin-2-yl)thiazol-4-ol With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 0.5h; Stage #2: 3-(Dimethylamino)propyl chloride With potassium iodide In N,N-dimethyl-formamide at 60℃; for 8h; | 94% |
1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile
3-(Dimethylamino)propyl chloride
1-(3-dimethylamino-propyl)-1-(4-fluoro-phenyl)-1,3-dihydro-isobenzofuran-5-carbonitrile
Conditions | Yield |
---|---|
Stage #1: 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile; 3-(Dimethylamino)propyl chloride With sodium hydride In 1,3-dimethyl-2-imidazolidinone; toluene at 40 - 50℃; for 0.666667h; Stage #2: With hydrogenchloride; water at 65 - 70℃; for 3h; Stage #3: With sodium hydroxide In water; toluene Product distribution / selectivity; | 93% |
Stage #1: 1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile; 3-(Dimethylamino)propyl chloride With sodium hydride In tetrahydrofuran; toluene at 40 - 50℃; for 0.666667h; Stage #2: With dimethyl sulfoxide at 65 - 70℃; for 3h; Stage #3: With acetic acid In water; toluene Product distribution / selectivity; | 51.6% |
With sodium hydride In dimethyl sulfoxide; toluene at 20 - 25℃; for 3h; Product distribution / selectivity; |
2,4-dichloro-1-(2-aminophenoxy)benzene
3-(Dimethylamino)propyl chloride
N,N-Dimethyl-N'-<2-(2,4-dichlorophenoxy)phenyl>-1,3-propanediamine
Conditions | Yield |
---|---|
With sodium amide In benzene | 92% |
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
Stage #1: (+/-)-trans-5a,6,7,8,9,10,10a,11-octahydrobenzo[e]cyclohepta[b][1,4]thiazine With sodium amide In toluene for 1.5h; Reflux; Inert atmosphere; Stage #2: 3-(Dimethylamino)propyl chloride In toluene Inert atmosphere; | 92% |
2-(2,5-dichlorophenoxy)aniline
3-(Dimethylamino)propyl chloride
N,N-Dimethyl-N'-<2-(2,5-dichlorophenoxy)phenyl>-1,3-propanediamine
Conditions | Yield |
---|---|
With sodium amide In benzene | 91% |
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2,3-dimethyl-1H-indole With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.333333h; Stage #2: 3-(Dimethylamino)propyl chloride In N,N-dimethyl-formamide; mineral oil at 0 - 50℃; | 91% |
Conditions | Yield |
---|---|
Stage #1: benzophenone With 1,2-diphenyl-1,2-disodiumethane In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 3-(Dimethylamino)propyl chloride In tetrahydrofuran; diethyl ether at 0℃; Inert atmosphere; Stage #3: With water In tetrahydrofuran; diethyl ether at 0℃; Inert atmosphere; | 90% |
Stage #1: 3-(Dimethylamino)propyl chloride With iodine; magnesium In tetrahydrofuran Heating; Stage #2: benzophenone In tetrahydrofuran at 0 - 20℃; Grignard reaction; Further stages.; | 61% |
With iodine; magnesium In tetrahydrofuran | 61% |
(i) Mg, EtBr, (ii) /BRN= 1238185/; Multistep reaction; | |
With 1,1-Dibromoethane; ammonium chloride; magnesium 1) THF, reflux, 15 min; 2) THF, reflux, 1 h; 3) overnight, CH2Cl2; Yield given. Multistep reaction; |
3-(Dimethylamino)propyl chloride
3β-mercapto-14β-hydroxy-5β-card-20(22)-enolide
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Alkylation; | 90% |
3-(Dimethylamino)propyl chloride
5-tert-Butyl-1-phenyl-1H-pyrazole-4-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In tetrahydrofuran Metallation; Stage #2: 5-tert-Butyl-1-phenyl-1H-pyrazole-4-carbaldehyde In tetrahydrofuran Grignard reaction; Heating; | 90% |
3-(Dimethylamino)propyl chloride
2-propenamide
2-methyl-acrylic acid 3-dimethylamino-propyl amide
Conditions | Yield |
---|---|
Stage #1: 2-propenamide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 60℃; for 1h; Stage #2: 3-(Dimethylamino)propyl chloride In N,N-dimethyl-formamide; mineral oil at 80℃; for 4h; | 90% |
11H-Dibenz-1,4-oxathiepin
3-(Dimethylamino)propyl chloride
11-(3-Dimethylaminopropyl)-11H-dibenz-1,4-oxathiepin
Conditions | Yield |
---|---|
With n-butyllithium In hexane | 89% |
Conditions | Yield |
---|---|
Stage #1: 3-(Dimethylamino)propyl chloride With magnesium In tetrahydrofuran; ethylene dibromide; toluene for 5h; Stage #2: C11H12N2O3 In tetrahydrofuran; ethylene dibromide; toluene at 50℃; for 12h; Temperature; | 88.8% |
3-(Dimethylamino)propyl chloride
10H-pyrido<4,3-b><1,4>benzothiazine
(3-benzo[b]pyrido[3,4-e][1,4]thiazin-10-yl-propyl)-dimethyl-amine
Conditions | Yield |
---|---|
With sodium hydride In 1,4-dioxane; toluene Heating; 1.) 2 h;; | 88% |
With sodium amide |
2-(o-Chlorophenoxy)-5-chloroaniline
3-(Dimethylamino)propyl chloride
N,N-Dimethyl-N'-<2-(o-chlorophenoxy)-5-chlorophenyl>-1,3-propanediamine
Conditions | Yield |
---|---|
With sodium amide In benzene | 87% |
2,2-dimethyl-5-nitro-2,3-dihydro-benzofuran-7-ol
3-(Dimethylamino)propyl chloride
2,2-dimethyl-5-nitro-7-(3-dimethylamino-propoxy)-2,3-dihydro-benzofuran
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; xylene at 20 - 110℃; for 0.666667h; Product distribution / selectivity; | 87% |
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 130℃; for 0.166667h; | 87% |
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hydroxide; dimethyl sulfoxide In water | 86.7% |
des-N-methylnoracronycine
3-(Dimethylamino)propyl chloride
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating; | 86% |
N-(5-hydroxy-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide
3-(Dimethylamino)propyl chloride
N-(5-(3-(dimethylamino)propoxy)-1-phenyl-1H-benzo[d]imidazol-2-yl)benzamide
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile for 6h; Inert atmosphere; Reflux; | 86% |
With caesium carbonate In acetonitrile for 6h; Reflux; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
Stage #1: 3-iodocarbazole With sodium hydride In tetrahydrofuran at 20℃; for 2h; Cooling with ice; Inert atmosphere; Stage #2: 3-(Dimethylamino)propyl chloride In tetrahydrofuran; dichloromethane for 12h; Reflux; | 86% |
Conditions | Yield |
---|---|
With potassium hydroxide; 18-crown-6 ether; potassium carbonate In toluene for 2h; Heating; | 85% |
With xylene |
IUPAC Name: 3-chloro-N,N-dimethylpropan-1-amine
Synonyms of 3-Chloro-1-(N,N-dimethyl)propylamine (CAS NO.109-54-6): 3-Dimethylaminopropyl chloride
CAS NO: 109-54-6
Molecular Formula: C5H12ClN
Molecular Weight: 121.61
Molecular Structure:
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.434
Molar Refractivity: 33.78 cm3
Molar Volume: 129.7 cm3
Surface Tension: 26.8 dyne/cm
Density: 0.937 g/cm3
Flash Point: 32.8 °C
Enthalpy of Vaporization: 36.83 kJ/mol
Boiling Point: 130.7 °C at 760 mmHg
Vapour Pressure: 9.61 mmHg at 25°C
EINECS: 203-679-3
SMILES: ClCCCN(C)C
InChI: InChI=1/C5H12ClN/c1-7(2)5-3-4-6/h3-5H2,1-2H3
InChIKey: NYYRRBOMNHUCLB-UHFFFAOYAP
Std. InChI: InChI=1S/C5H12ClN/c1-7(2)5-3-4-6/h3-5H2,1-2H3
Std. InChIKey: NYYRRBOMNHUCLB-UHFFFAOYSA-N
Product Categories of 3-Chloro-1-(N,N-dimethyl)propylamine (CAS NO.109-54-6): Polyamines
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