| Identification | More | [Name]
3-Chloro-1-(N,N-dimethyl)propylamine | [CAS]
109-54-6 | [Synonyms]
3-CHLORO-1-(N,N-DIMETHYL)PROPYLAMINE
AURORA KA-7644
3-Chloro-1-(N,N-dimethyl)propanamine
dimethylaminopropylchloride
3-chloropropyl(dimethyl)amine
N-(3-Chloropropyl)-dimethylamine
N,N-Dimethyl-3-chloropropylamine
1-(Dimethylamino)-3-chloropropane
1-Chloro-3-(N,N-dimethylamino)propane
3-Chloro-N,N-dimethyl-1-propanamine
N,N-Dimethyl-3-chloropropane-1-amine | [EINECS(EC#)]
203-679-3 | [Molecular Formula]
C5H12ClN | [MDL Number]
MFCD00044496 | [Molecular Weight]
121.61 | [MOL File]
109-54-6.mol |
| Chemical Properties | Back Directory | [Melting point ]
168℃ | [Boiling point ]
140 °C | [density ]
0.929 | [refractive index ]
1.4320 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Liquid | [pka]
9.24±0.28(Predicted) | [color ]
Colorless | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [Stability:]
Not stable in Solution | [InChI]
InChI=1S/C5H12ClN/c1-7(2)5-3-4-6/h3-5H2,1-2H3 | [InChIKey]
NYYRRBOMNHUCLB-UHFFFAOYSA-N | [SMILES]
C(N(C)C)CCCl | [LogP]
1.244 (est) | [CAS DataBase Reference]
109-54-6(CAS DataBase Reference) |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Thionyl chloride-->Dimethylamine-->Allyl alcohol-->1-Bromopropane-->3-Dimethylamino-1-propanol-->3-(DIMETHYLAMINO)PROPYL CHLORIDE HYDROCHLORIDE-->Water-->Sodium hydroxide | [Preparation Products]
Citalopram-->Benzydamine hydrochloride-->Melitracen-->4,4-Diethoxy-N,N-dimethyl-1-butanamine-->3,3'-(2,7-DibroMo-9H-fluorene-9,9-diyl)bis(N,N-diMethylpropan- 1-aMine)-->acepromazine-->1-Propanamine, 3,3'-(phenylphosphinidene)bis[N,N-dimethyl--->3-[3-(Dimethylamino)propoxy]benzaldehyde-->N-[3-(2-AMINO-4-CHLOROPHENOXY)PROPYL]-N,N-DIMETHYLAMINE-->Depramine-->[3-(3-CHLORO-9-OXA-1,2,10-TRIAZA-ANTHRACEN-10-YL)-PROPYL]-DIMETHYL-AMINE |
| Hazard Information | Back Directory | [Chemical Properties]
colorless liquid | [Uses]
3-Chloro-1-(N,N-dimethyl)propylamine is a genotoxic impurity in drug samples of rizatriptan benzoate. Also, it is the side chain of Chlorpromazine and Amitriptyline. | [Synthesis]
General procedure for the synthesis of 3-chloro-1-(N,N-dimethyl)propylamine from N,N-dimethylaminopropyl chloride hydrochloride: flake solid NaOH (42.1 g, 1052.5 mmol, 1.0 eq.) was dissolved in 142.1 g of water, a process which is exothermic, and an aqueous NaOH solution was obtained and then cooled down to 30 °C. In a 500 mL two-neck flask, HCl (104 g, 658 mmol, 1.0 eq.) and the above aqueous NaOH solution were added, the temperature was raised to 45 °C and the reaction was started with continuous stirring for 2 hours. After completion of the reaction, the reaction solution was cooled to room temperature (30 °C). The organic layer was separated and collected to give 74.93 g of wet 3-chloro-1-(N,N-dimethyl)propylamine (CPA). The water content of the product was determined to be 2.755% and the yield was 91.07% (as anhydrous CPA). | [References]
[1] Patent: CN105294496, 2016, A. Location in patent: Paragraph 0128; 0129; 0130; 0131; 0132
[2] Patent: CN106810523, 2017, A. Location in patent: Paragraph 0021
[3] Patent: WO2007/54105, 2007, A2. Location in patent: Page/Page column 20
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985, p. 2033 - 2038
[5] Patent: WO2009/133052, 2009, A1. Location in patent: Page/Page column 42 |
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