ChemicalBook--->CAS DataBase List--->109-54-6

109-54-6

109-54-6 Structure

109-54-6 Structure
IdentificationMore
[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 PropertiesBack 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)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[RIDADR ]

2735
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

Ⅲ
Raw materials And Preparation ProductsBack 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 InformationBack 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]

3-(DIMETHYLAMINO)PROPYL CHLORIDE HYDROCHLORIDE

5407-04-5

3-Chloro-1-(N,N-dimethyl)propylamine

109-54-6

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
Spectrum DetailBack Directory
[Spectrum Detail]

3-Chloro-1-(N,N-dimethyl)propylamine(109-54-6)1HNMR
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