1-Methylpiperazine supplier

Name
1-Methylpiperazine
EINECS 203-639-5
CAS No. 109-01-3
Article Data113
CAS DataBase
Density 0.882 g/cm³
Solubility miscible with water and methanol
Melting Point -6 °C
Formula C₅H₁₂N₂
Boiling Point 138 °C at 760 mmHg
Molecular Weight 100.164
Flash Point 42.2 °C
Transport Information UN 2734 8/PG 2
Appearance Colourless liquid
Safety 16-26-36/37/39-45-36
Risk Codes 10-21-23-34-36/37/38
Molecular Structure
Hazard Symbols T,F,C,Xi
Synonyms 1-Methyl-1,4-piperazine;N-Methylpiperazine;NSC 30195;NSC 30675;N-Methyl piperazine;
PSA 15.27000
LogP -0.21190

Synthetic route

: (1S,2S,5R,6R,7S,8S)-1,6-Dimethyl-8-(4-methyl-piperazin-1-yl)-3,4-diaza-tricyclo[3.2.1.02,7]oct-3-ene-2,5-dicarboxylic acid dimethyl ester

A: 109-01-3
1-methyl-piperazine

B: 2166-25-8
dimethyl 4-methylpyridazine-3,6-dicarboxylate

Conditions

Conditions	Yield
In xylene for 6h; Heating;	A n/a B 100%
under 0.075006 Torr; Pyrolysis;

: 16339-07-4
1-methyl-4-nitroso-piperazine

A: 109-01-3
1-methyl-piperazine

B: 6928-85-4
N-amino-N'-methylpiperazine

Conditions

Conditions	Yield
With carbon dioxide; water; ammonium chloride; zinc at 35℃; under 1500.15 Torr; for 1.5h; Reagent/catalyst; Temperature; Pressure; Autoclave; Green chemistry;	A n/a B 96%
With hydrogen In water at 50℃; under 37503.8 Torr; for 5h; Autoclave; Green chemistry;	A n/a B 38%

: 5423-24-5
N-methyliminodiacetonitrile

A: 109-01-3
1-methyl-piperazine

B: 4097-88-5
1,5-diamino-3-azamethylpentane

Conditions

Conditions	Yield
With hydrogen In methanol at 120 - 600℃; under 15001.5 Torr; Temperature; Solvent; Reagent/catalyst;	A 92.4% B 6.8%

: 5423-24-5
N-methyliminodiacetonitrile

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With hydrogen In methanol at 100 - 600℃; under 15001.5 Torr;	92.1%

: 325812-49-5
2-nitro-(N-methylpiperazinyl)phenylsulphonamide

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With polystyrene-thiophenol; caesium carbonate; triphenylphosphine In tetrahydrofuran at 20℃; for 24h;	92%

: 64055-53-4
2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one

A: 109-01-3
1-methyl-piperazine

B: 150479-47-3
2-[2-Ethoxy-5-(4-methyl-1-piperazinylsulphonyl)phenyl]-quinazolin-4(3H)-one

Conditions

Conditions	Yield
	A n/a B 79%
	A n/a B 79%

: 16339-07-4
1-methyl-4-nitroso-piperazine

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With ammonium formate; PdMCM-41 In methanol at 69.84℃; for 2.5h;	74%
With hydrogenchloride; ammonium sulphamate; sodium thiocyanide at 50℃; Rate constant; 1 N HClO4 (aq.), NaSCN;

: 66739-87-5
4-methylpiperazin-1-ylbenzenesulfonamide

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 3h; Heating;	74%

: 110-85-0
piperazine

: 616-38-6
carbonic acid dimethyl ester

A: 109-01-3
1-methyl-piperazine

B: 106-58-1
N,N'-dimethylpiperazine

Conditions

Conditions	Yield
at 110℃; for 10h; atmospheric pressure;	A 29% B n/a

...Expand

: 110-85-0
piperazine

: 616-38-6
carbonic acid dimethyl ester

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
at 110℃; for 10h;	29%

: 383865-57-4
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A: 109-01-3
1-methyl-piperazine

B: 4-Methyl-piperazine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

Conditions

Conditions	Yield
	A n/a B 20%

: 1,1,2,2,3,3,4,4,5,5,6,6-Dodecafluoro-1,6-diiodo-hexane; compound with 1,4-dimethyl-piperazine

A: 109-01-3
1-methyl-piperazine

B: 63703-16-2
6-H-perfluorohexyl iodide

C: [Methyl-(2-methylamino-ethyl)-amino]-acetaldehyde

Conditions

Conditions	Yield
In acetonitrile for 5h; Product distribution; Irradiation; various complexes;	A 5% B 10% C 5%

...Expand

: 110-85-0
piperazine

: 50-00-0
formaldehyd

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With formic acid

: 109-83-1
(2-hydroxyethyl)(methyl)amine

A: 109-01-3
1-methyl-piperazine

B: 106-58-1
N,N'-dimethylpiperazine

C: 110-70-3
N,N`-dimethylethylenediamine

Conditions

Conditions	Yield
at 250℃; Reaktion des Hydrochlorids;

...Expand

: 7556-55-0
1-formyl-4-methylpiperidine

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With hydrogenchloride
With sodium hydroxide
With 7,9-bis(2,6-diisopropylphenyl)-7H-acenaphtho[1,2-d]imidazol-9-ium chloride; potassium tert-butylate In water; toluene at 35℃; for 24h; Inert atmosphere;

: 60725-35-1
1-methylpiperazine-3,5-dione

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With tetrahydrofuran; lithium aluminium tetrahydride

: 5625-52-5
1-methylpiperazin-2,5-dione

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With tetrahydrofuran; lithium aluminium tetrahydride

: 59325-11-0
ethyl 4-methyl-1-piperazinecarboxylate

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With hydrogenchloride
With hydrogen bromide; acetic acid

: 90222-38-1
4-methyl-piperazine-1-carbodithioic acid ethyl ester

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With methanol; sodium hydroxide anschliessenden Erwaermen mit wss.HCl;

: 3074-43-9
1-methyl-4-phenylpiperazine

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With hydrogenchloride; sodium nitrite Behandeln der mit Hilfe von Na2CO3 neutralisierten Reaktionsloesung mit SO2;

: 62226-74-8
1-benzyl-4-methylpiperazine

: 109-01-3
1-methyl-piperazine

Conditions

Conditions	Yield
With palladium on activated charcoal Hydrogenation;

: 109-01-3
1-methyl-piperazine

: 72553-83-4
1-Chlor-4-phenyl-pyridazino<4,5-d>pyridazin

: 83490-48-6
1-(4-Methyl-piperazino)-4-phenyl-pyridazino<4,5-d>pyridazin

Conditions

Conditions	Yield
for 3h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 51-20-7
5-bromouracil

: 141692-30-0
5-(4-methylpiperazin-1-yl) pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With pyridine at 150℃; for 0.75h; Microwave irradiation;	100%
In neat (no solvent) at 120℃; Microwave irradiation;	91%
for 0.25h; Heating;	65%

: 109-01-3
1-methyl-piperazine

: 1635-61-6
5-chloro-2-nitroaniline

: 23491-48-7
5-(4-methylpiperazine-1-yl)-2-nitroaniline

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 120℃; for 20h;	100%
In ethanol at 97℃; for 40h;	99%
In ethanol; water at 20 - 97℃; for 46h; Product distribution / selectivity;	99%

: 109-01-3
1-methyl-piperazine

: 30293-86-8
methyl (S)-(-)-2-isocyanato-3-methylbutyrate

: 134807-16-2
N-<(1-methylpiperazin-4-yl)carbonyl>valine methyl ester

Conditions

Conditions	Yield
In dichloromethane for 2.5h; Ambient temperature;	100%

: 109-01-3
1-methyl-piperazine

: 127033-28-7
6-chloro-2-styrylquinazolin-4(3H)-one

: 127033-50-5
6-chloro-2-<2-phenyl-2-(N-methylpiperazin-1-yl)ethyl>quinazolin-4(3H)-one

Conditions

Conditions	Yield
for 12h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 73281-90-0
methyl 4-chlorophenylsulfinylacetate

: 120204-19-5
2-(4-Chloro-benzenesulfinyl)-1-(4-methyl-piperazin-1-yl)-ethanone

Conditions

Conditions	Yield
In acetonitrile at 40℃; under 6000480 Torr; for 96h;	100%

: 109-01-3
1-methyl-piperazine

: 74801-43-7
1-Chloro-4-(4-chloro-phenylsulfanyl)-indan

: 74801-42-6
4-(4-chlorophenylthio)-1-(4-methylpiperazino)indane

Conditions

Conditions	Yield
In chloroform for 8h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 81382-62-9
8-trifluoromethylimidazo<2,1-b><1,3,5>benzothiadiazepine-5(6H)-one

: 88251-83-6
1-<2-(2-imidazolyl)thio-5-trifluoromethylphenyliminocarbonyl>-4-methylpiperazine

Conditions

Conditions	Yield
In dichloromethane Ambient temperature; overnight;	100%

: 109-01-3
1-methyl-piperazine

: 446-52-6
2-Fluorobenzaldehyde

: 85803-62-9
2-(4-methylpiperazin-1-yl)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In water for 18h; Heating / reflux;	100%
With potassium carbonate In water	96%
With potassium carbonate In N,N-dimethyl-formamide at 150℃; for 20h;	88%

: 109-01-3
1-methyl-piperazine

: 143213-56-3
2-chloro-1-(1-methyl-1H-pyrrol-2-yl)-2-phenylethan-1-one

: 143213-67-6
2-(4-Methyl-piperazin-1-yl)-1-(1-methyl-1H-pyrrol-2-yl)-2-phenyl-ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 72h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 142843-07-0
ethyl 2-<<(2R,3S)-3-<(tert-butoxycarbonyl)amino>-4-cyclohexyl-2-hydroxy-1-butyl>thio>acetate

: 142843-10-5
4-[2-[[(2R,3S)-3-(t-Butoxycarbonylamino)-4-cyclohexyl-2-hydroxy-1-butyl]thio]acetyl]-1-methylpiperazine

Conditions

Conditions	Yield
In ethanol at 80℃; for 3h;	100%

: 109-01-3
1-methyl-piperazine

: 72966-79-1
2,6-bis(3-chloropropionamido)anthracene-9,10-dione

: 134888-41-8
2,6-bis<3-(4-methylpiperazino)propionamido>anthracene-9,10-dione

Conditions

Conditions	Yield
In ethanol for 9h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 94565-60-3
4-methoxy-6-oxo-7-chloro-7-ethoxycarbonyl-5H-pyrimido<4,5-b><1,4>thiazine

: 94565-63-6
4-methoxy-6-oxo-7-N-(N'-methyl)piperazinyl-7-ethoxycarbonyl-5H-pyrimido<4,5-b><1,4>thiazine

Conditions

Conditions	Yield
In benzene at 18 - 20℃; for 4h;	100%

: 109-01-3
1-methyl-piperazine

: 109-90-0
ethyl isocyanate

: 7401-05-0
N-ethyl-4-methyl-1-piperazinecarboxamide

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃;	100%
In toluene at 20℃; for 96h;	80%

: 109-01-3
1-methyl-piperazine

: 63475-31-0
7-<2-(dimethylamino)ethenyl>-1-ethyl-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

: 99726-93-9
1-ethyl-1,4-dihydro-7-<2-(4-methyl-1-piperazinyl)ethenyl>-4-oxo-1,8-naphthyridine-3-carboxylic acid

Conditions

Conditions	Yield
With triethylamine hydrochloride for 16h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 6590-65-4
N-(2-Formyl-phenyl)-4-methyl-benzenesulfonamide

: N-{2-[Bis-(4-methyl-piperazin-1-yl)-methyl]-phenyl}-4-methyl-benzenesulfonamide

Conditions

Conditions	Yield
In isopropyl alcohol Heating;	100%

: 109-01-3
1-methyl-piperazine

: 607-68-1
2,4-dichloroquinazoline

: 39216-68-7
2-chloro-4-(4-methylpiperazin-1-yl)quinazoline

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In ethyl acetate at 0 - 20℃; for 1.5h;	100%
Stage #1: 1-methyl-piperazine; 2,4-dichloroquinazoline In tetrahydrofuran for 3.5h; Stage #2: With sodium hydroxide In tetrahydrofuran; dichloromethane; water	96%
With sodium carbonate In ethanol Heating;	87%
In tetrahydrofuran at 20℃; Condensation;

: 109-01-3
1-methyl-piperazine

: 2969-81-5
4-bromoethylbutanoate

: 487008-51-5
ethyl 4-(4-methylpiperazin-1-yl)butanoate

Conditions

Conditions	Yield
In ethyl acetate at 25 - 70℃; for 2h; Solvent; Temperature;	100%
In benzene for 0.5h; Alkylation; Heating;
With potassium carbonate In acetonitrile for 3h; Reflux;

: 109-01-3
1-methyl-piperazine

: 4-chlorosulfonyl-2-propoxy-benzoic acid methyl ester

: 1026882-82-5
4-(4-methyl-piperazine-1-sulfonyl)-2-propoxy-benzoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1.5h; Substitution;	100%

: 109-01-3
1-methyl-piperazine

: 426836-42-2
5,11,17-tris(chloromethyl)-25,26,27,28-tetrakis(2-ethoxyethyl)calix[4]arene

: 5,11,17-tris(methylamine)-(N-methylpiperizine)-25,26,27,28-tetrakis-(2-ethoxyethyl)calix[4]arene

Conditions

Conditions	Yield
With sodium carbonate; tetrabutylammomium bromide In acetonitrile for 72h; Heating;	100%

: 109-01-3
1-methyl-piperazine

: 556-61-6
methyl thioisocyanate

: 64574-95-4
N,4-dimethylpiperazine-1-carbothioamide

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃;	100%
In chloroform at 20℃; for 0.166667h;

: 109-01-3
1-methyl-piperazine

: 67-56-1
methanol

: 106-58-1
N,N'-dimethylpiperazine

Conditions

Conditions	Yield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;	100%
With TiO2 supported nano-Pd(0.8) catalyst In water at 20℃; for 15h; Inert atmosphere; Irradiation; Green chemistry;	95 %Chromat.
With Iridium(II)-coordinated mesoporous (4-[5-(4-aminophenyl)-4'-methyl-[1,1'-biphenyl]-3-yl]aniline)-modified Tröger’s base-functionalized polymer at 110℃; for 24h;	94 %Chromat.
With potassium phosphate; tris(2-diphenylphosphinoethyl)phosphine; cobalt acetylacetonate at 140℃; for 24h; Inert atmosphere; Autoclave;	> 99 %Chromat.

: 109-01-3
1-methyl-piperazine

: 57848-46-1
4-bromo-2-fluorobenzaldehyde

: 628326-12-5
4-bromo-2-(4-methylpiperazin-1-yl)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃;	100%
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 4h; Sealed tube;	84%

: 109-01-3
1-methyl-piperazine

: 24424-99-5
di-tert-butyl dicarbonate

: 53788-49-1
tert-butyl 4-methylpiperazine-1-carboxylate

Conditions

Conditions	Yield
With 1-methylimidazolium tetrafluoroborate at 30 - 35℃; for 0.0333333h;	100%
In tetrahydrofuran at 20℃; for 2h; Cooling with ice;	100%
at 20℃; for 0.333333h; Ionic liquid;	100%

: 109-01-3
1-methyl-piperazine

: 2-cyanomethyl-6-hydroxy-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolinium iodide

: ({2-[5-hydroxy-4-methoxy-2-(4-methyl-piperazin-1-ylmethyl)-phenyl]-ethyl}-methyl-amino)-acetonitrile

Conditions

Conditions	Yield
at 20℃;	100%

: 109-01-3
1-methyl-piperazine

: 446-36-6
5-fluoro-2-nitrophenol

: 5-(4-methylpiperazin-1-yl)-2-nitrophenol

Conditions

Conditions	Yield
In acetonitrile for 1h; Inert atmosphere; Reflux;	100%
In acetonitrile for 1h; Heating;	87%

: 109-01-3
1-methyl-piperazine

: 73576-33-7
4‐chloro‐6‐isopropylpyrimidin‐2‐amine

: 4-isopropyl-6-(4-methyl-piperazin-1-yl)-pyrimidin-2-ylamine

Conditions

Conditions	Yield
In ethanol at 150℃; for 0.166667h; Microwave irradiation;	100%

: 109-01-3
1-methyl-piperazine

: 920490-05-7
6-(2-hydroxyethyl)-2-(methylthio)-4-pyrimidinyl 4-methyl-1-benzenesulfonate

: C12H20N4OS

Conditions

Conditions	Yield
In tetrahydrofuran at 70℃; for 48h;	100%

: 109-01-3
1-methyl-piperazine

: 938176-62-6
ethyl 5-(methylsulfonyl)-7-(thiophen-2-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

: ethyl 5-(4-methylpiperazin-1-yl)-7-(thiophen-2-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
at 70℃; for 0.5h;	100%

1-Methylpiperazine Consensus Reports

Reported in EPA TSCA Inventory.

1-Methylpiperazine Specification

The IUPAC name of this chemical is 1-methylpiperazine. With the CAS registry number 109-01-3 and EINECS 203-639-5, it is also named as Piperazine, 1-methyl-. The product's categories are Piperidines, Piperidones, Piperazines; Piperaizine; Piperazine Derivates; Heterocyclic Building Blocks; Heterocyclics; MAlphabetic; Volatiles / Semivolatiles. It is colourless liquid which is soluble in water, ether and ethanol, and miscible with water and methanol. Waht's more, this chemical can be obtained by methylation of piperazine hexahydrate. Additionally, it should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.27; (4)ACD/LogD (pH 7.4): -2.37; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 6.48 Å²; (13)Index of Refraction: 1.442; (14)Molar Refractivity: 30.06 cm³; (15)Molar Volume: 113.5 cm³; (16)Surface Tension: 25.5 dyne/cm; (17)Enthalpy of Vaporization: 37.53 kJ/mol; (18)Vapour Pressure: 6.86 mmHg at 25°C; (19)Exact Mass: 100.100048; (20)MonoIsotopic Mass: 100.100048; (21)Topological Polar Surface Area: 15.3; (22)Heavy Atom Count: 7; (23)Complexity: 48.

Uses of N-Methylpiperazine: It is used as intermediate in organic synthesis. In pharmaceutical industry, it is used to produce antibiotic drug Rifampicin, antipsychotic drug trifluoperazine and so on. It is not only used as intermediate of ofloxacin, clozapine, sildenafil, zopiclone, but also used in pesticides, dyes, plastics and other industries. In addition, this chemical can react with 1-chloro-4-methoxy-benzene to get 1-(4-methoxy-phenyl)-4-methyl-piperazine. This reaction which is a kind of Arylation needs reagent Pd(OAc)₂, t-BuONa, 2-(dicyclohexylphosphino)biphenyl and solvent toluene at temperature of 100 °C. The reaction time is 21 hours. The yield is 83%.

When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep it away from sources of ignition. It is not only toxic by inhalation, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. 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:N1CCN(C)CC1
2. InChI:InChI=1/C5H12N2/c1-7-4-2-6-3-5-7/h6H,2-5H2,1H3
3. InChIKey:PVOAHINGSUIXLS-UHFFFAOYAN

The following are the toxicity data which has been tested.

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LC50	inhalation	2740mg/m³/2H (2740mg/m³)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 11, Pg. 123, 1969.
mouse	LD50	intraperitoneal	150mg/kg (150mg/kg)		National Technical Information Service. Vol. AD691-490,
mouse	LD50	oral	1450mg/kg (1450mg/kg)	BEHAVIORAL: EXCITEMENT BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)	Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 15, Pg. 116, 1979.
rabbit	LD50	skin	1490uL/kg (1.49mL/kg)		American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.
rat	LD50	oral	2830uL/kg (2.83mL/kg)		American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.

Product Name

1-Methylpiperazine

Synthetic route

1-Methylpiperazine Consensus Reports

1-Methylpiperazine Specification

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