1-Methyl-4-piperidone supplier

Name
1-Methyl-4-piperidone
EINECS 215-895-5
CAS No. 1445-73-4
Article Data27
CAS DataBase
Density 0.992 g/cm³
Solubility miscible with water
Melting Point 192-193 °C(Solv: ethyl acetate (141-78-6))
Formula C₆H₁₁NO
Boiling Point 181.5 °C at 760 mmHg
Molecular Weight 113.159
Flash Point 60 °C
Transport Information UN 1224 3/PG 3
Appearance clear yellow to orange liquid
Safety 23-24/25-37/39-26
Risk Codes 34-10-36/37/38
Molecular Structure
Hazard Symbols C,Xi
Synonyms 4-Piperidone,1-methyl- (6CI,7CI,8CI);1-Methyl-4-oxopiperidine;N-Methyl-4-piperidinone;NSC66491;4-Piperidinone,1-methyl-;N-Methyl-4-piperidone;
PSA 20.31000
LogP 0.21900

Synthetic route

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

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

Conditions

Conditions	Yield
With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.13,7]dec-2-yloxidanyl; copper(l) chloride In acetonitrile at 20℃; for 3h; Reagent/catalyst; Solvent; Temperature; Time; chemoselective reaction;	96%
With di-μ-chlorotetrakys-[(RP)-tert-butylphenylphosphinito-κ-P]diplatinate(2-); methyl vinyl ketone; sodium hydroxide In water; toluene for 16h; Schlenk technique; Inert atmosphere; Heating;	14%

: 74-89-5
methylamine

: 71-43-2
benzene

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

Conditions

Conditions	Yield
Stage #1: methylamine; benzene With formaldehyd; toluene-4-sulfonic acid; diethyl 1,3-acetonedicarboxylate Reflux; Stage #2: With hydrogenchloride In water for 4h; Time;	91.7%

: 13221-89-1, 56026-45-0
1-methyl-4-oxo-piperidine-3-carboxylic acid methyl ester

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

Conditions

Conditions	Yield
With hydrogenchloride; water

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

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

Conditions

Conditions	Yield
With hydrogenchloride; water

: 3592-25-4
1,5-dichloropentan-3-one

: 74-89-5
methylamine

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

Conditions

Conditions	Yield
With ethanol; water; sodium carbonate

: 76360-18-4
4-Methoxy-1-methyl-piperidin-4-ol

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

B: 67-56-1
methanol

Conditions

Conditions	Yield
Product distribution; equilibrium, determination by 13C NMR;

: 142080-50-0
2-(1-Methyl-piperidin-4-ylideneamino)-propionamide

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

B: 4726-84-5
alanine amide

Conditions

Conditions	Yield
With sodium hydroxide In acetonitrile at 34℃; Rate constant; var. temp.;

4-benzoyloxy-1-methyl-1,2,3,6-tetrahydro-pyridine: 4-benzoyloxy-1-methyl-1,2,3,6-tetrahydro-pyridine

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

Conditions

Conditions	Yield
With hydrogenchloride; water

l-methyl-piperidin-4-ol: l-methyl-piperidin-4-ol

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

Conditions

Conditions	Yield
With potassium permanganate; sulfuric acid; water

: N,N-dimethyl-4-oxopiperidinium sulfate

: 74-89-5
methylamine

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

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

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH; benzene 2: water; hydrochloric acid View Scheme

: 105-71-5
3-methyl[(3-methoxy-3-oxopropyl)methylamino]propanoate

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; xylene 2: water; hydrochloric acid View Scheme

: 91-16-7
1,2-dimethoxybenzene

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

B: 82359-63-5
4-(2,3-Dimethoxyphenyl)-1,2,3,6-tetrahydro-1-methyl-pyridine

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran

: 9-methyl-4-{[4-(2-butynyloxy)phenyl]sulfonyl}-N-hydroxy-1-thia-4,9-diazaspiro[5.5]-undecane-5-carboxamide

: 2949-22-6
Glycine ethyl ester isocyanate

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

B 9-Methyl-4-{[4-(2-Butynyloxy)Phenyl]Sulfonyl}-N-Hydroxy-1-Thia-4,9-Diazaspirol[5.5]Undecane-5-Carboxamide: 9-Methyl-4-{[4-(2-Butynyloxy)Phenyl]Sulfonyl}-N-Hydroxy-1-Thia-4,9-Diazaspirol[5.5]Undecane-5-Carboxamide

...Expand

: 41979-39-9
4-piperidone hydrochloride

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 2h; Reflux;

: 15637-49-7
1-methyl-4-oxo-piperidine-3-carboxylic acid ethyl ester; hydrochloride

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

Conditions

Conditions	Yield
With potassium hydroxide

: 41661-47-6
piperidin-4-one

: 74-88-4
methyl iodide

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

Conditions

Conditions	Yield
With potassium carbonate In ethanol for 3h; Reflux;

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

: 57-14-7
1,1-dimethylhydrazine

: 136415-15-1
1-methyl-4-piperidone dimethylhydrazone

Conditions

Conditions	Yield
With acetic acid In diethyl ether at 20℃; for 12h;	100%

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

: 71-43-2
benzene

: 31309-39-4
Medipine

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid at 20℃; for 3h;	100%
With aluminium trichloride at 60℃; for 2h; Yield given;

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

: 17422-32-1
5-chloro-1H-indole

: 109793-84-2
5-chloro-3-(1-methyl-1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 8.5h; Heating;	100%
With pyrrolidine In ethanol Heating;

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

: 41838-46-4
1-methyl-4-aminopiperidine

Conditions

Conditions	Yield
With ammonium formate; palladium on carbon In methanol	100%
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;	75%
With ammonium formate; palladium on activated charcoal In methanol; water at 20℃;	37%

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

: 1-benzyl-piperazine-2-carboxylic acid ethyl ester bis(trifluoroacetate)

: 688020-31-7
1-benzyl-4-(1-methyl-piperidin-4-yl)-piperazine-2-carboxylic acid ethyl ester

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20℃;	100%

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

: 1180492-09-4
ethyl 2-O-dimethylsilane-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

: 1180492-18-5
ethyl 2-O-[4-(dimethylsilyloxy)-1-methylpiperidine]-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside

Conditions

Conditions	Yield
With titanium(IV) isopropylate; bis(1,5-cyclooctadiene)nickel(0); potassium tert-butylate; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran at 20℃; for 6h; Inert atmosphere;	100%

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

: 121492-06-6
(2-aminoethyl)methylcarbamic acid tert-butyl ester

: 919834-58-5
methyl[2-(1-methylpiperidin-4-ylamino)ethyl]carbamic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 1-Methyl-4-piperidone; (2-aminoethyl)methylcarbamic acid tert-butyl ester With sodium tris(acetoxy)borohydride In DCE at 20℃; Stage #2: With methanol In dichloromethane pH=> 12;	100%
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 16h;	55%

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

: 10349-38-9
p-methoxyphenylisocyanide

: 95-55-6
2-amino-phenol

: 1572383-01-7
2-(4-(benzo[d]oxazol-2-yl)-1-methylpiperidin-4-ylamino)phenol

Conditions

Conditions	Yield
With trifluorormethanesulfonic acid In 2,2,2-trifluoroethanol at 55℃; for 24h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;	100%

...Expand

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

: 74-88-4
methyl iodide

: 26822-37-7
N,N-dimethyl-4-oxopiperidinium iodide

Conditions

Conditions	Yield
In acetone	99%
In acetone at 0 - 20℃; for 24h;	99%
In acetone at 25 - 30℃; for 2h;	98%

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

: 147081-44-5
(3S)-3-amino-1-(tert-butoxycarbonyl)-pyrrolidine

: 1010446-48-6
(S)-3-(1-methyl-piperidin-4-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With MP-triacetoxyborohydride In tetrahydrofuran at 20℃; for 42h; Not specified;	99%

: 199174-29-3
tert-butyl (R)-3-(aminomethyl)pyrrolidine-1-carboxylate

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

: 1010446-55-5
(R)-3-[(1-methyl-piperidin-4-ylamino)-methyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With MP-triacetoxyborohydride In tetrahydrofuran at 20℃; for 24h; Not specified;	99%

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

: 61-54-1
tryptamine

: 107-93-7
(E)-but-2-enoic acid

: 119072-55-8, 7188-38-7
tert-butylisonitrile

: 4-{(but-2-enoyl)-[2-(1H-indole-3-yl)ethyl]amino}-1-methylpiperidine-4-carboxylic acid tert-butylamide

Conditions

Conditions	Yield
In methanol at 20℃; for 18h; Ugi reaction;	99%

...Expand

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

: 27032-63-9
5-chloro-pyridin-2-yl hydrazine

: 1-methylpiperidin-4-one (5-chloropyridin-2-yl)hydrazone

Conditions

Conditions	Yield
In ethanol for 0.5h; Reflux;	99%

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

: 3446-89-7
4-(Methylthio)benzaldehyde

: 3,5-Bis((E)-4-methylthiobenzylidene)-1-methylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; Aldol Condensation;	99%

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

: C17H16N4O

: 3'-(3,4-dimethylphenyl)-1-methylspiro[piperidine-4,6'-[1,2,4]triazino[2,3-c]quinazolin]-2'(7'H)-one

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	99%

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

: C17H16N4O2

: 3'-(4-ethoxyphenyl)-1-methylspiro[piperidine-4,6'-[1,2,4]triazino[2,3-c]quinazolin]-2'(7'H)-one

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	99%

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

: 77-78-1
dimethyl sulfate

: 193337-36-9
1,1-dimethyl-4-oxopiperidinium methylsulfate

Conditions

Conditions	Yield
In acetone at 0℃; for 3h;	98.7%

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

: 89580-42-7
3-bromo-1-methylpiperidin-4-one hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide; bromine; acetic acid In water at 20 - 25℃; Large scale;	98.3%
With hydrogen bromide; bromine; acetic acid In water at 20 - 25℃; Temperature;	94.1%

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

: 62-53-3
aniline

: 22261-94-5
N-(1-methyl-4-piperidinyl)aniline

Conditions

Conditions	Yield
Stage #1: 1-Methyl-4-piperidone; aniline With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 0 - 20℃; for 16h; Stage #2: With sodium hydroxide; water In 1,2-dichloro-ethane	98%
With sodium tetrahydroborate; molecular sieve 1) benzene, reflux, 20 h; 2) EtOH, room temp., 5 h; Yield given. Multistep reaction;
Stage #1: 1-Methyl-4-piperidone; aniline With acetic acid In methanol at 20℃; for 0.166667h; Stage #2: With sodium cyanoborohydride In methanol
Stage #1: 1-Methyl-4-piperidone; aniline With acetic acid In methanol at 20℃; for 0.166667h; Stage #2: With sodium cyanoborohydride In methanol

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

: 359878-18-5
1-methyl-N-(4-methylbenzyl)-piperidin-4-amine

Conditions

Conditions	Yield
Stage #1: 1-Methyl-4-piperidone With acetic acid In methanol for 0.0833333h; pH=5; Stage #2: With sodium cyanoborohydride In methanol for 20h;	98%

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

: 103-67-3
benzyl-methyl-amine

: 359878-18-5
1-methyl-N-(4-methylbenzyl)-piperidin-4-amine

Conditions

Conditions	Yield
With NaCNBH3; sodium carbonate; acetic acid In methanol	98%

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

: potassium cyanide

: 506-87-6
ammonium carbonate

: 52094-69-6
8-methyl-1,3,8-triazaspiro<4.5>decane-2,4-dione

Conditions

Conditions	Yield
In methanol; water at 90℃; for 0.166667h; Bucherer-Bergs Reaction; Sealed tube; Microwave irradiation;	98%
In methanol; water at 23℃; for 48h;	51%

...Expand

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

: 83-38-5
2,6-dichlorobenzaldehyde

: 17356-08-0
thiourea

: 1310325-76-8
(E)-8-(2,6-dichlorobenzylidene)-4-(2,6-dichlorophenyl)-6-methyl-3,4,5,6,7,8-hexahydropyrido[4,3-d]pyrimidine-2(1H)-thione

Conditions

Conditions	Yield
With sodium ethanolate at 20℃; Neat (no solvent);	98%

...Expand

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

: 17356-08-0
thiourea

: 529-20-4
2-methylphenyl aldehyde

: 1310325-67-7
(E)-6-methyl-8-(2-methylbenzylidene)-4-o-tolyl-3,4,5,6,7,8-hexahydropyrido[4,3-d]pyrimidine-2(1H)-thione

Conditions

Conditions	Yield
With sodium ethanolate at 20℃; Neat (no solvent);	98%

...Expand

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

: 17356-08-0
thiourea

: 100-10-7
4-dimethylamino-benzaldehyde

: 1310325-65-5
(E)-8-(4-(dimethylamino)benzylidene)-4-(4-(dimethylamino)phenyl)-6-methyl-3,4,5,6,7,8-hexahydropyrido[4,3-d]pyrimidine-2(1H)-thione

Conditions

Conditions	Yield
With sodium ethanolate at 20℃; Neat (no solvent);	98%

...Expand

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

: 39511-08-5
(E)-3-(2-furanyl)-2-propenal

: (3E,5E)-3,5-bis((E)-3-(furan-2-yl)allylidene)-1-methylpiperidin-4-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 20℃; for 24h; Inert atmosphere; Green chemistry;	98%

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

: 923757-23-7
C16H14N4O

: 1-methyl-3'-(4-methylphenyl)spiro[piperidine-4,6'-[1,2,4]triazino[2,3-c]quinazolin]-2'(7'H)-one

Conditions

Conditions	Yield
With acetic acid for 3h; Reflux;	98%

1-Methyl-4-piperidone Chemical Properties

Molecular Structure of N-Methyl-4-piperidone (CAS NO.1445-73-4):

IUPAC Name: 1-Methylpiperidin-4-one
Canonical SMILES: CN1CCC(=O)CC1
InChI: InChI=1S/C6H11NO/c1-7-4-2-6(8)3-5-7/h2-5H2,1H3
InChIKey: HUUPVABNAQUEJW-UHFFFAOYSA-N
Molecular Weight: 113.15764 [g/mol]
Molecular Formula: C₆H₁₁NO
XLogP3-AA: -0.3
H-Bond Donor: 0
H-Bond Acceptor: 2
Index of Refraction: 1.464
Molar Refractivity: 31.46 cm³
Molar Volume: 114 cm³
Surface Tension: 32.4 dyne/cm
Density: 0.992 g/cm³
Flash Point: 60 °C
Enthalpy of Vaporization: 41.77 kJ/mol
Boiling Point: 181.5 °C at 760 mmHg
Vapour Pressure: 0.85 mmHg at 25 °C
Appearance: clear yellow to orange liquid
storage temp.: 0-6 °C
Water Solubility: MISCIBLE
EINECS: 215-895-5
Product Categories: PHARMACEUTICAL INTERMEDIATES; Amines and Anilines; Carbonyl Compounds; Miscellaneous; Piperidines, Piperidones, Piperazines; Piperidine; Building Blocks; Heterocyclic Building Blocks; Piperidones

1-Methyl-4-piperidone Safety Profile

Safety Information of N-Methyl-4-piperidone (CAS NO.1445-73-4):
Hazard Codes: Corrosive C, Irritant Xi
Risk Statements: 34-10-36/37/38
R34:Causes burns.
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 23-24/25-37/39-26
S24/25:Avoid contact with skin and eyes.
S23:Do not breathe vapour.
S37/39:Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
RIDADR: UN 1224 3/PG 3
WGK Germany: 3
Hazard Note: Irritant
HazardClass: 3

1-Methyl-4-piperidone Specification

N-Methyl-4-piperidone (CAS NO.1445-73-4), its Synonyms are 4-Piperidinone,1-methyl- ; 1-Methyltetrahydropyridin-4(1H)-one- ; N-Methyl-4-piperidone ; 4-Piperidone,1-methyl- (6CI,7CI,8CI) .

Product Name

1-Methyl-4-piperidone

Synthetic route

1-Methyl-4-piperidone Chemical Properties

1-Methyl-4-piperidone Safety Profile

1-Methyl-4-piperidone Specification

Related Products

Hot Products