Conditions | Yield |
---|---|
With thionyl chloride In chloroform for 3h; Cooling with ice; Reflux; | 85% |
With hydrogenchloride; thionyl chloride In chloroform for 1h; Heating / reflux; | 76% |
With thionyl chloride In chloroform for 4h; Reflux; Cooling with ice; |
Conditions | Yield |
---|---|
Stage #1: piperidine; 2-chloro-ethanol In toluene for 3h; Reflux; Stage #2: With thionyl chloride In toluene for 2h; Reflux; | 59.2% |
Stage #1: piperidine; 2-chloro-ethanol In toluene for 2h; Reflux; Stage #2: With thionyl chloride In toluene at 20℃; for 8h; Cooling with ice; | 15.5 g |
B
N-chloroethylpiperidine hydrochloride
B
N-chloroethylpiperidine hydrochloride
N-chloroethylpiperidine hydrochloride
4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol
6-methoxy-2-(3-methoxyphenyl)-1-methyl-1-[4-(2-piperidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
Stage #1: 4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol With sodium hydride In 1,4-dioxane at 20℃; for 0.166667h; Stage #2: N-chloroethylpiperidine hydrochloride With sodium hydride In 1,4-dioxane at 80℃; for 5h; | 100% |
4-bromo-phenol
N-chloroethylpiperidine hydrochloride
1-[2-(4-bromophenoxy)ethyl]piperidine
Conditions | Yield |
---|---|
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 25 - 50℃; for 14.5h; | 100% |
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20 - 35℃; for 18h; | 98.5% |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 30 - 35℃; for 18h; Industrial scale; | 98.2% |
5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-2-ol
N-chloroethylpiperidine hydrochloride
1-[2-(5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-2-yloxy)ethyl]piperidine
Conditions | Yield |
---|---|
With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; | 100% |
[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl](4-hydroxyphenyl)methanone
N-chloroethylpiperidine hydrochloride
[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone
Conditions | Yield |
---|---|
In dichloromethane; water at 16 - 20℃; for 6.5h; Product distribution / selectivity; Reflux; | 100% |
With sodium hydroxide In dichloromethane; water at 16 - 20℃; for 6.75h; Product distribution / selectivity; Reflux; | 100% |
With sodium hydroxide In dichloromethane; water at 16℃; for 6.5h; Product distribution / selectivity; Reflux; | 100% |
4-(Diethylamino)salicylaldehyde
N-chloroethylpiperidine hydrochloride
4-diethylamino-2-[2-(1-piperidyl)ethoxy]benzaldehyde
Conditions | Yield |
---|---|
With caesium carbonate In acetonitrile at 80℃; for 4h; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 6h; Heating; | 99% |
5-nitroguaiacol
N-chloroethylpiperidine hydrochloride
1-[2-(2-methoxy-5-nitro-phenoxy)-ethyl]-piperidine
Conditions | Yield |
---|---|
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 72h; | 99% |
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 72h; | 99% |
With potassium carbonate In 1,2-dimethoxyethane at 20℃; for 24h; | |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; |
N-chloroethylpiperidine hydrochloride
1-(2-{4-[2-(3-fluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenoxy}-ethyl)-piperidine
Conditions | Yield |
---|---|
Stage #1: 4-[2-(3-fluoro-phenyl)-6-methoxy-naphthalen-1-yloxy]-phenol With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.5h; Stage #2: N-chloroethylpiperidine hydrochloride for 72h; | 99% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 4-[6-benzyloxy-2-(4-fluoro-phenyl)-naphthalen-1-yloxy]-phenol With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.5h; Stage #2: N-chloroethylpiperidine hydrochloride | 99% |
6-bromobenzo[d]oxazol-2(3H)-one
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 6-bromobenzo[d]oxazol-2(3H)-one With potassium carbonate In acetonitrile at 80℃; for 0.5h; Stage #2: N-chloroethylpiperidine hydrochloride In acetonitrile at 80℃; for 12h; | 99% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran; water at 55℃; | 98% |
N-chloroethylpiperidine hydrochloride
17α-ethynyl-3E-oximino-4-androsten-17β-ol
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In butanone for 48h; Heating; | 97.05% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
Stage #1: 3-(3-chloro-4'-hydroxy-biphenyl-4-ylmethyl)-1-cyclohexyl-pyrrolidin-2-one With potassium carbonate; caesium carbonate In acetone at 20℃; for 0.0833333h; Stage #2: N-chloroethylpiperidine hydrochloride In acetone at 50℃; | 97% |
Conditions | Yield |
---|---|
With sodium hydroxide; 18-crown-6 ether In dimethyl sulfoxide at 40℃; for 48h; | 96% |
9a-butyl-4-(4-hydroxyphenyl)-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one
N-chloroethylpiperidine hydrochloride
9a-butyl-7-methoxy-4-{4-[2-(1-piperidinyl)ethoxy]phenyl}-1,2,9,9a-tetrahydro-3H-fluoren-3-one
Conditions | Yield |
---|---|
With caesium carbonate In ethyl acetate; acetone | 96% |
meta-nitrophenol
N-chloroethylpiperidine hydrochloride
1-(2-(3-nitrophenoxy)ethyl)piperidine
Conditions | Yield |
---|---|
Stage #1: meta-nitrophenol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.0833333h; Stage #2: N-chloroethylpiperidine hydrochloride In N,N-dimethyl-formamide at 80℃; for 0.25h; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 48h; | 54% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; for 8h; | 96% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃; for 17h; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃; for 17h; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 50 - 60℃; for 17h; | 390 mg |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 4h; Reflux; | 96% |
N-chloroethylpiperidine hydrochloride
β-naphthol
1-(2-(naphthalen-2-yloxy)ethyl)piperidine
Conditions | Yield |
---|---|
Stage #1: β-naphthol With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 0.166667h; Stage #2: N-chloroethylpiperidine hydrochloride In N,N-dimethyl-formamide at 100℃; for 0.5h; | 96% |
N-chloroethylpiperidine hydrochloride
methyl 4-hydroxylbenzoate
A
4-[2-(N-piperidine)-ethoxy]benzoic acid methyl ester
B
4-(2-piperidin-1-ylethoxy)benzoic acid hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate In Isopropyl acetate; water | A n/a B 95.3% |
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In acetone at 60℃; for 24h; | 95% |
N-chloroethylpiperidine hydrochloride
3-(4-chlorophenyl)-2-mercaptothieno[2,3-d]pyrimidin-4(3H)-one
3-(4-chlorophenyl)-2-[(2-piperidin-1-ylethyl)thio]thieno[2,3-d]pyrimidin-4(3H)-one
Conditions | Yield |
---|---|
With sodium hydroxide In water at 50℃; for 0.5h; | 95% |
2-[cyclohexyl(phenyl)methyl]-6-methoxy-1H-benzimidazole
N-chloroethylpiperidine hydrochloride
Conditions | Yield |
---|---|
With sodium hydride; potassium iodide In tetrahydrofuran for 6h; Heating; | 95% |
2-nitro-5-hydroxybenzaldehyde
N-chloroethylpiperidine hydrochloride
2-nitro-5-(2-piperidin-1-ylethoxy)benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 4h; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 45℃; for 16h; | 85% |
N-chloroethylpiperidine hydrochloride
1,1-bis(4-hydroxyphenyl)-2-phenyl-1-butene
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 0.5h; | 95% |
(4-hydroxyphenyl)methanol
N-chloroethylpiperidine hydrochloride
[4-[2-(1-piperidinyl)ethoxy]phenyl]methanol
Conditions | Yield |
---|---|
Stage #1: (4-hydroxyphenyl)methanol With sodium hydroxide In water for 0.333333h; Stage #2: N-chloroethylpiperidine hydrochloride With tetrabutylammomium bromide In water; toluene Reflux; | 95% |
With potassium carbonate; caesium carbonate In acetonitrile at 90℃; for 24h; | 44% |
N-chloroethylpiperidine hydrochloride
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
(4-(2-(piperidin-1-yl)ethoxy)phenyl)boronic acid
Conditions | Yield |
---|---|
Stage #1: N-chloroethylpiperidine hydrochloride; 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol With potassium carbonate; 18-crown-6 ether In acetonitrile at 180℃; for 0.166667h; Microwave irradiation; Stage #2: With methanol | 95% |
7-methyl-2,6-dithioxo-1,2,3,6-tetrahydropurine
N-chloroethylpiperidine hydrochloride
2,6-bis(2-piperidinylethylthio)-7-methylpurine
Conditions | Yield |
---|---|
Stage #1: 7-methyl-2,6-dithioxo-1,2,3,6-tetrahydropurine With sodium hydroxide In 1,4-dioxane at 20℃; for 1h; Stage #2: N-chloroethylpiperidine hydrochloride In 1,4-dioxane for 2h; Reflux; | 95% |
4-Iodophenol
N-chloroethylpiperidine hydrochloride
4-[2-(piperidin-1-yl)-ethoxy]-iodobenzene
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 56℃; for 3h; | 95% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 6h; | 77% |
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 50℃; |
The IUPAC name of 1-(2-Chloroethyl)piperidine hydro-chloride is 1-(2-chloroethyl)piperidine hydrochloride. With the CAS registry number 2008-75-5, it is also named as Piperidinoethyl chloride, hydrochloride. The product's categories are Piperidines, Piperidones, Piperazines; Piperidine. Besides, it is colorless to beige crystals, which should be stored in tightly sealed container in a cool, dry place. And you should ensure that the workplaces have good ventilation or exhaust devices. In addition, its molecular formula is C7H14ClN.HCl and molecular weight is 184.11.
The other characteristics of this product can be summarized as: (1)EINECS: 217-920-5; (2)ACD/LogP: 1.92; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.86; (5)ACD/LogD (pH 7.4): 0.74; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1.11; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 17.27; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 2; (13)Polar Surface Area: 3.24 Å2; (14)Flash Point: 68.9 °C; (15)Melting point: 228-234 °C; (16)Enthalpy of Vaporization: 42.65 kJ/mol; (17)Boiling Point: 190.3 °C at 760 mmHg; (18)Vapour Pressure: 0.545 mmHg at 25 °C.
Uses of 1-(2-Chloroethyl)piperidine hydro-chloride: this chemical is used as intermediate for the syntheses of pharmaceuticals. Additionally, it can react with ethylamine to get ethyl-(2-piperidin-1-yl-ethyl)-amine.
This reaction needs H2O at temperature of 20 °C for 2 hours. The yield is 87 %.
When you are using this chemical, please be cautious about it as the following: it is very toxic if swallowed. It may also cause burns. And it irritates to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Moreover, you should wear suitable protective clothing, gloves and eye/face protection to avoid contact with skin and eyes. After contact with skin, wash immediately with plenty of soap-suds. Furthermore, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
(1)SMILES: ClCCN1CCCCC1.Cl
(2)InChI: InChI=1/C7H14ClN.ClH/c8-4-7-9-5-2-1-3-6-9;/h1-7H2;1H
(3)InChIKey: VFLQQZCRHPIGJU-UHFFFAOYAN
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 93mg/kg (93mg/kg) | BEHAVIORAL: ATAXIA | Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948. |
mouse | LD50 | intravenous | 56mg/kg (56mg/kg) | U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07326, | |
mouse | LD50 | subcutaneous | 125mg/kg (125mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 25, 1949. |
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