1-(2-Chloroethyl)pyrrolidine hydrochloride
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1-(2-Chloroethyl)pyrrolidine hydrochloride
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CAS No:
7250-67-1
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Formula:
C6H12ClN.ClH
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Chemical Name:
1-(2-Chloroethyl)pyrrolidine hydrochloride
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Synonyms:
Pyrrolidine,1-(2-chloroethyl)-,hydrochloride (1:1);Pyrrolidine,1-(2-chloroethyl)-,hydrochloride;N-(β-Chloroethyl)pyrrolidine hydrochloride;2-Pyrrolidinyl-1-chloroethane hydrochloride;1-(2-Chloroethyl)pyrrolidine hydrochloride;Pyrrolidinoethyl chloride hydrochloride;2-Pyrrolidinoethyl chloride hydrochloride;1-(2-Chloroethyl)pyrrolidine monohydrochloride;β-Pyrrolidinoethyl chloride hydrochloride;N-(2-Chloroethyl)pyrrolidinium chloride;N-(2-Chloroethyl)pyrrolidine hydrochloride;2-(1-Pyrrolidinyl)ethyl chloride hydrochloride;2-(1-Pyrrolidino)ethyl chloride hydrochloride;1-(2-Chloroethyl)pyrrolidinium chloride;1-(2-Chloroethyl)pyrrolidin-1-ium chloride
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CAS No:
1-(2-Chloroethyl)pyrrolidine hydrochloride Basic Attributes
170.08
169.042511
230-660-7
YYQ1H343R5
30132
DTXSID8022248
2933990090
Safety Information
NONH for all modes of transport
3
R20/22;R36/37/38
S26-S36-S37/39
UY0703150
Xn:Harmful;
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H302 (14%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 50 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
1-(2-Chloroethyl)pyrrolidine hydrochloride Use and Manufacturing
165 ml (2 mol) of tetrahydropyrrole, 67 ml (1 mol) of 2-chlorohydrin and 200 ml toluene were added successively into a reaction flask. The mixture was heated to the reflux temperature and reacted for 3 h. After cooling to room temperature, a solid was separated out. The solid was filtered by sucking, and the filter cake was washed with 20 ml toluene. The temperature of the filtrate was controlled at about 75° C., and 200 ml thionyl chloride was added dropwise. After refluxing for 2 h, the mixture was cooled to room temperature and then concentrated to dry in a reduce pressure. The residue was recrystallized with absolute ethyl alcohol to obtain 105 g white solid with the yield of 62.3percent. m.p. 198-203° CThe 4.6 ml pyrrolidine (57.5 mmol) with 4.6 ml 2 - chloro ethanol (69.0 mmol) is added to the 40 ml in toluene, heating to reflux 2 hours, the reaction is cooled down to the room temperature, under ice bath instillment chlorination sulfoxide 8.4 ml (114 mmol), 20 min drop end, removed ice, stirring at room temperature for 6 hours, evaporating the toluene and thionyl chloride under reduced pressure, the residual solid using ethanol to recrystallize the, results in the chlorine ethyl pyrrolidine hydrochloride 8.3 g.2- pyrrolidin-1-ylethanol (6.24 g, 0.05 mol) was stirred while cautiously adding thionyl chloride (40 ml_, 0.54 mol). The stirred mixture was refluxed for 1 hour under nitrogen atmosphere, then concentrated in vacuo. The residue was triturated with diethyl ether to give a solid, and the liquid decanted; this process was repeated several times, until the decantate was almost colorless. The flask containing solid was evaporated to give a free- flowing, cocoa-colored solid (4.21 g, 46percent).
1-(2-Chloroethyl)pyrrolidine is a haloalkyl substituted pyrrolidine used in the preparation of various pharmaceutical compound such as the estrogen receptor antagonist Nafoxidine (N212800) and its ana logues.
Computed Properties
Molecular Weight:170.08
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:169.0425048
Monoisotopic Mass:169.0425048
Topological Polar Surface Area:3.2
Heavy Atom Count:9
Complexity:59.5
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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1-(2-Chloroethyl)pyrrolidine hydrochloride
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