4-Chloro-N-methylpiperidine supplier

Name
4-Chloro-N-methylpiperidine
EINECS 226-942-4
CAS No. 5570-77-4
Article Data11
CAS DataBase
Density 1.04 g/cm³
Solubility 1.533g/L at 29℃
Melting Point 160-165 °C
Formula C₆H₁₂ClN
Boiling Point 165.7 °C at 760 mmHg
Molecular Weight 133.621
Flash Point 54 °C
Transport Information
Appearance
Safety 22-24/25
Risk Codes 10-34-36/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Methyl-4-chloropiperidine;1-Methyl-4-piperidinyl chloride;1-Methyl-4-piperidyl chloride;4-Chloro-1-methylpiperidine;N-Methyl-4-chloropiperidine;Piperidine,4-chloro-1-methyl-;
PSA 3.24000
LogP 1.25730

Synthetic route

: 106-52-5
N-methyl-4-hydroxypiperidine

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
With thionyl chloride; triethylamine In dichloromethane at 20 - 40℃; for 2h;	80%
With thionyl chloride; benzene
With thionyl chloride

: 931-20-4
1-methylpiperidin-2-one

: 103057-10-9
4-chloromethyl-1-tritylimidazole

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
With n-butyllithium; ammonia; diisopropylamine In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate	52%
With n-butyllithium; ammonia; diisopropylamine In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate	52%

: 1445-73-4
1-Methyl-4-piperidone

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney nickel / 125 °C / 102971 Torr / Hydrogenation 2: benzene; thionyl chloride View Scheme

: 25012-72-0
ethyl 1-methyl-4-oxo-piperidin-3-carboxylate

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: water; hydrochloric acid 2: Raney nickel / 125 °C / 102971 Torr / Hydrogenation 3: benzene; thionyl chloride View Scheme

: 6315-60-2
3,3'-methylimino-di-propionic acid diethyl ester

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaH; benzene 2: water; hydrochloric acid 3: Raney nickel / 125 °C / 102971 Torr / Hydrogenation 4: benzene; thionyl chloride View Scheme

: 5382-23-0
4-chloro-N-methyl-piperidine hydrochloride

: 5570-77-4
4-chloro-1-methylpiperidine

Conditions

Conditions	Yield
With potassium hydroxide
With ammonia
With potassium carbonate In water	14 g

: 5570-77-4
4-chloro-1-methylpiperidine

: 2222-33-5
dibenzosuberenon

: 3967-32-6
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 5h; Reflux; Inert atmosphere; Stage #2: With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 0.75h; Inert atmosphere; Stage #3: dibenzosuberenon In tetrahydrofuran; diethyl ether at 0℃; for 2h; Inert atmosphere;	99%
Stage #1: 4-chloro-1-methylpiperidine With magnesium In tetrahydrofuran at 60 - 65℃; for 1h; Inert atmosphere; Large scale; Stage #2: dibenzosuberenon In tetrahydrofuran at 5 - 20℃; for 1h; Temperature; Inert atmosphere; Large scale;

: 5570-77-4
4-chloro-1-methylpiperidine

: 91759-32-9
2-Thiobarbituric acid

: 2-<(1-Methylpiperidin-4-yl)sulfanyl>pyrimidine-4,6-diol hydrochloride

Conditions

Conditions	Yield
In acetone for 1h; Ambient temperature;	94%

: 5570-77-4
4-chloro-1-methylpiperidine

: 4-chloro-1-formylpiperidine

Conditions

Conditions	Yield
With [2,2]bipyridinyl; C10H16NO; copper(II) bis(trifluoromethanesulfonate); copper(l) chloride In acetonitrile at 20℃; for 2h;	91%

: 5570-77-4
4-chloro-1-methylpiperidine

: 957199-68-7
C15H15N3O2

: 1182125-60-5
1-[2-(dimethylamino)ethyl]-4-hydroxy-4-(1-methylpiperidin-4-yl)-1H-pyrrolo[3,2-g]isoquinolin-9(4H)-one

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux; Stage #2: C15H15N3O2 In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;	85%

: 5570-77-4
4-chloro-1-methylpiperidine

: 31255-57-9
3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile

: 119770-60-4
1-(METHYL-4-PIPERIDINYL)[3-(2-(3-CHLORO-PHENYL)ETHYL)-2-PYRIDINYL]METHANONE HYDROCHLORIDE

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran; ethylene dibromide at 75℃; for 1h; Inert atmosphere; Stage #2: 3-[2-(3-chlorophenyl)ethyl]-2-pyridine-carbonitrile In tetrahydrofuran; ethylene dibromide at 40 - 50℃; for 1h; Inert atmosphere; Stage #3: With hydrogenchloride; water In tetrahydrofuran; ethylene dibromide at 20℃; for 1h; pH=< 2; Inert atmosphere;	83.3%

: 5570-77-4
4-chloro-1-methylpiperidine

: 100-52-7
benzaldehyde

: 92196-29-7
(1-methylpiperidin-4-yl)(phenyl)methanol

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With magnesium; lithium chloride In tetrahydrofuran at 50℃; for 0.125h; Flow reactor; Stage #2: benzaldehyde In tetrahydrofuran at 20℃; for 0.333333h; Flow reactor;	81%

: 5570-77-4
4-chloro-1-methylpiperidine

: 31251-41-9
8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

: 38089-93-9
8-chloro-6,11-dihydro-11-(1-methyl-4-piperidinyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With magnesium; ethylene dibromide In tetrahydrofuran at 20 - 48℃; Stage #2: 8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one In tetrahydrofuran at -80 - -70℃; for 2 - 3h; Product distribution / selectivity;	73.6%

: 5570-77-4
4-chloro-1-methylpiperidine

: ammonium chloride

: 111108-54-4
9-Fluoro-5,6-dihydro-(1H)-benzo[5,6]cyclohepta[1,2-b]-pyridin-11-one

: 111108-55-5
9-Fluoro-11-(1-Methyl-4-Piperidinyl)-6,11-Dihydro-5H-Benzo[5,6]Cyclohepta[1,2-b]Pyridin-11-Ol

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran; chloroform	70%

...Expand

: 5570-77-4
4-chloro-1-methylpiperidine

: 111108-54-4
9-Fluoro-5,6-dihydro-(1H)-benzo[5,6]cyclohepta[1,2-b]-pyridin-11-one

: 111108-55-5
9-Fluoro-11-(1-Methyl-4-Piperidinyl)-6,11-Dihydro-5H-Benzo[5,6]Cyclohepta[1,2-b]Pyridin-11-Ol

Conditions

Conditions	Yield
In tetrahydrofuran; chloroform	70%

: 5570-77-4
4-chloro-1-methylpiperidine

: 75-20-7
calcium carbide

: 4-chloro-1-(prop-2-yn-1-yl)piperidine

Conditions

Conditions	Yield
With copper(I) bromide; diethylazodicarboxylate In water; acetonitrile at 90℃; for 16h; Inert atmosphere;	70%

: 5570-77-4
4-chloro-1-methylpiperidine

: 22725-38-8
3-methoxy-5H-dibenzo[a,d]cyclohepten-5-one

: 64618-74-2, 64618-76-4, 77263-46-8
4-(3-methoxy-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-piperidine

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: 3-methoxy-5H-dibenzo[a,d]cyclohepten-5-one In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	69%

: 5570-77-4
4-chloro-1-methylpiperidine

: 6562-41-0
chloro-bis(dimethylamino)borane

: 7732-18-5
water

: N-methylpiperidine-4-boronic acid

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine; chloro-bis(dimethylamino)borane With lithium In tetrahydrofuran at -5 - 5℃; for 1h; Inert atmosphere; Stage #2: water With hydrogenchloride In tetrahydrofuran at 0 - 20℃; pH=6;	66%

...Expand

: 5570-77-4
4-chloro-1-methylpiperidine

: 108-98-5
thiophenol

: 738568-03-1
1-methyl-4-phenylsulfanylpiperidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Ambient temperature;	64%

: 5570-77-4
4-chloro-1-methylpiperidine

: 205984-57-2
3-[(3-Chlorophenyl)thiomethyl]-N-methoxy-N-methyl-2-pyridine-carboxamide

CeCl3/ THF: CeCl3/ THF

: [3-[(3-chlorophenyl)thiomethyl]-2-pyridinyl][1-methyl-4-piperidinyl]methanone

Conditions

Conditions	Yield
With N2; CeCl3 In tetrahydrofuran	64%

...Expand

: 5570-77-4
4-chloro-1-methylpiperidine

: 205984-57-2
3-[(3-Chlorophenyl)thiomethyl]-N-methoxy-N-methyl-2-pyridine-carboxamide

CeCl3/THF: CeCl3/THF

: [3-[(3-chlorophenyl)thiomethyl]-2-pyridinyl][1-methyl-4-piperidinyl]methanone

Conditions

Conditions	Yield
With N2; CeCl3 In tetrahydrofuran	64%

...Expand

: 5570-77-4
4-chloro-1-methylpiperidine

: 124853-22-1
2-bromo-5H-dibenzo[a,d][7]annulen-5-one

: 2-bromocyproheptadine

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: 2-bromo-5H-dibenzo[a,d][7]annulen-5-one In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	63%

: 5570-77-4
4-chloro-1-methylpiperidine

: 371-42-6
4-Fluorothiophenol

: 66496-80-8
4-(4-fluoro-phenylsulfanyl)-1-methyl-piperidine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 72h; Ambient temperature;	61%

: 5570-77-4
4-chloro-1-methylpiperidine

: 42982-04-7
2-methoxy-5H-dibenzo[a,d]cyclohepten-5-one

: C22H23NO

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: 2-methoxy-5H-dibenzo[a,d]cyclohepten-5-one In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	60%

: 5570-77-4
4-chloro-1-methylpiperidine

: 133242-15-6
2-chloro-10,11-dihydrodibenzothiepin-10-thiol

: 134615-47-7
4-(2-chloro-10,11-dihydrodibenzothiepin-10-ylthio)-1-methylpiperidine

Conditions

Conditions	Yield
With sodium ethanolate In N,N-dimethyl-formamide at 90℃; for 3.5h;	55%

: 5570-77-4
4-chloro-1-methylpiperidine

: 1221486-44-7
2-chloro-7-methoxy-dibenzo[a,d]cyclohepten-5-one

: C22H22ClNO

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: 2-chloro-7-methoxy-dibenzo[a,d]cyclohepten-5-one In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	54%

: 5570-77-4
4-chloro-1-methylpiperidine

: C16H11BrO2

: C22H22BrNO

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: C16H11BrO2 In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	54%

: 5570-77-4
4-chloro-1-methylpiperidine

: C16H11BrO2

: C22H22BrNO

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: C16H11BrO2 In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	54%

: 5570-77-4
4-chloro-1-methylpiperidine

: 186584-73-6
2-fluoro-5-iodobenzoyl chloride

: 952305-12-3
4-(2-fluoro-5-iodobenzoyl)-1-methylpiperidine

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With magnesium In tetrahydrofuran Stage #2: 2-fluoro-5-iodobenzoyl chloride In tetrahydrofuran at -78 - 0℃;	53%

: 5570-77-4
4-chloro-1-methylpiperidine

: 394-47-8
2-fluorobenzonitrile

: (RS)-3-[1-(Benzocyclobuten-1-ylmethyl)-4-piperidyl]-1,2-benzisoxazole hydrochloride

Conditions

Conditions	Yield
With ammonium chloride In tetrahydrofuran; water	50%

: 5570-77-4
4-chloro-1-methylpiperidine

: 50456-78-5
2-hydroxy-11-oxo-6,11-dihydrodibenz[b,e]oxepine

: 872041-17-3
11-(1-Methylpiperidin-4-yl)-6,11-dihydrodibenzo[b,e]oxepine-2,11-diol

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 12 - 24h; Heating / reflux; Stage #2: 2-hydroxy-11-oxo-6,11-dihydrodibenz[b,e]oxepine In tetrahydrofuran at 0℃; for 1h; Stage #3: With water; ammonium chloride In tetrahydrofuran	50%

: 5570-77-4
4-chloro-1-methylpiperidine

: 8-Cyano-5,6-dihydro-1H-benzo[5,6]cyclohepta[1.2-b]pyridin-11-one

: 143540-50-5
8-cyano-6,11-dihydro-11-(1-methyl-4-piperidyl)-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ol

Conditions

Conditions	Yield
With ammonium chloride; magnesium	47%

: 5570-77-4
4-chloro-1-methylpiperidine

: 31251-41-9
8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one

: 8-chloro-3-(1-methylpiperidin-4-yl)-5,6-dihydro-11H-benzo[5,6]cyclohepta[1,2-b]pyridine-11-one

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With magnesium; ethylene dibromide In tetrahydrofuran at 65℃; Stage #2: 8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one In tetrahydrofuran at 10℃; for 0.5h; Temperature;	44%
Stage #1: 4-chloro-1-methylpiperidine With N,N,N,N,-tetramethylethylenediamine; magnesium; ethylene dibromide In tetrahydrofuran at 65℃; Stage #2: 8-chloro-5,6-dihydro-11H-Benzo[5,6]cyclohepta[1,2-b]pyridin-11-one In tetrahydrofuran at 10℃; for 0.5h; Reagent/catalyst; Temperature;	44%

: 5570-77-4
4-chloro-1-methylpiperidine

: C16H11BrO2

: C22H22BrNO

Conditions

Conditions	Yield
Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux; Stage #2: C16H11BrO2 In tetrahydrofuran at 20℃; Stage #3: for 3h; Reflux; Acidic conditions;	39%

4-Chloro-N-methylpiperidine Chemical Properties

IUPAC Name: 4-Chloro-1-methylpiperidine
Canonical SMILES: CN1CCC(CC1)Cl
InChI: InChI=1S/C6H12ClN/c1-8-4-2-6(7)3-5-8/h6H,2-5H2,1H3
InChIKey: MYGXGCCFTPKWIH-UHFFFAOYSA-N
Molecular Weight: 133.61918 [g/mol]
Molecular Formula: C₆H₁₂ClN
XLogP3-AA: 1.4
H-Bond Donor: 0
H-Bond Acceptor: 1
EINECS: 226-942-4
Melting Point: 160-165 °C
Index of Refraction: 1.482
Molar Refractivity: 36.47 cm³
Molar Volume: 127.8 cm³
Surface Tension: 31.9 dyne/cm
Density: 1.04 g/cm³
Flash Point: 54 °C
Enthalpy of Vaporization: 40.22 kJ/mol
Boiling Point: 165.7 °C at 760 mmHg
Vapour Pressure: 1.85 mmHg at 25 °C
Product Categories of 4-Chloro-N-methylpiperidine (CAS NO.5570-77-4): PHARMACEUTICAL INTERMEDIATES; Heterocyclic Compounds

4-Chloro-N-methylpiperidine Uses

4-Chloro-N-methylpiperidine (CAS NO.5570-77-4) is an important Pharmaceutical intermediates, used for the antihistamine.

4-Chloro-N-methylpiperidine Safety Profile

Safety Information of 4-Chloro-N-methylpiperidine (CAS NO.5570-77-4):
Hazard Codes : Xi
Safety Statements : 22-24/25
22:Do not breathe dust
24/25:Avoid contact with skin and eyes

4-Chloro-N-methylpiperidine Specification

4-Chloro-N-methylpiperidine (CAS NO.5570-77-4), its Synonyms are 4-Chloro-N-methylpiperidine hydrochloride ; Piperidine, 4-chloro-1-methyl- ; 4-Chloro-1-methylpiperidine .

Product Name

4-Chloro-N-methylpiperidine

Synthetic route

4-Chloro-N-methylpiperidine Chemical Properties

4-Chloro-N-methylpiperidine Uses

4-Chloro-N-methylpiperidine Safety Profile

4-Chloro-N-methylpiperidine Specification

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