1-Amino-4-methylpiperazine supplier

Name
1-Amino-4-methylpiperazine
EINECS 230-053-7
CAS No. 6928-85-4
Article Data22
CAS DataBase
Density 0.991 g/cm³
Solubility miscible with water
Melting Point
Formula C₅H₁₃N₃
Boiling Point 172.811 °C at 760 mmHg
Molecular Weight 115.178
Flash Point 58.128 °C
Transport Information
Appearance clear colorless to light yellow liquid
Safety 24/25-36-26
Risk Codes 36/37/38-20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms Piperazine,1-amino-4-methyl- (6CI,7CI,8CI);(4-Methylpiperazin-1-yl)amine;1-Methyl-4-aminopiperazine;4-Methyl-1-aminopiperazine;N-Amino-N'-methylpiperazine;N1-Methyl-N4-aminopiperazine;NSC 80649;1-Piperazinamine,4-methyl-;
PSA 32.50000
LogP -0.31640

Synthetic route

: 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%

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

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

Conditions

Conditions	Yield
With hydrogen In dichloromethane; water at 50℃; under 37503.8 Torr; for 5h; Solvent; Autoclave; Green chemistry;	94%
With lithium aluminium tetrahydride In diethyl ether for 10h; Heating;	88%
With acetic acid; zinc In water Cooling with ice;	78%

: 55-86-7
mechlorethamine hydrochloride

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

Conditions

Conditions	Yield
With hydrazine hydrate	87%

: 55-86-7
mechlorethamine hydrochloride

A: N,N-bis(2-hydrazinoethyl)methylamine

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

Conditions

Conditions	Yield
With hydrazine hydrate at 50℃; for 2h;	A 2% B 87%

: 105-59-9
N-Methyldiethanolamine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 96 percent / SOCl2 / CHCl3 / 2 h / 20 °C 2: 87 percent / aq. NH2NH2 View Scheme

: 118306-22-2
4-chlorocarbonyl-4,9-dihydro-1-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

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

B: 4,9-dihydro-1-methyl-4-{[(4-methyl-1-piperazinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

: 118306-21-1
4-(chlorocarbonyl)-4,9-dihydro-3-methyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

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

B: 4,9-dihydro-3-methyl-4-{[(4-methyl-1-piperazinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

: 118306-23-3
4-(chlorocarbonyl)-4,9-dihydro-1,3-dimethyl-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

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

B: 4,9-dihydro-1,3-dimethyl-4-{[(4-methyl-1-piperazinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

: 118306-24-4
3-chloro-4-(chlorocarbonyl)-4,9-dihydro-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

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

B: 3-chloro-4,9-dihydro-4-{[(4-methyl-1-piperazinyl)amino]carbonyl}-10H-thieno[3,4-b][1,5]benzodiazepin-10-one

: 21223-19-8
CH3N(CH2CH2)2NNH2*BH3

: 7732-18-5
water

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

B: 1333-74-0
hydrogen

C: 11113-50-1
boric acid

Conditions

Conditions	Yield
In water
In water

...Expand

: 109-01-3
1-methyl-piperazine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride; sodium nitrite / water; tetrahydrofuran / 4 h / 20 °C 2: acetic acid; zinc / water / Cooling with ice View Scheme
Multi-step reaction with 2 steps 1: sodium nitrite; hydrogenchloride / water; tetrahydrofuran / 4 h / 0 - 25 °C 2: zinc; acetic acid / water / 5 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1: sodium nitrite; hydrogenchloride / water; tetrahydrofuran / 4 h / 25 °C 2: zinc; acetic acid / water / 5 h / 0 °C View Scheme
Multi-step reaction with 2 steps 1.1: hydrogenchloride / water / 0.17 h / 40 °C 1.2: 1.5 h / 20 - 30 °C 2.1: hydrogen / water / 5 h / 50 °C / 37503.8 Torr / Autoclave; Green chemistry View Scheme

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

: 1079-66-9
chloro-diphenylphosphine

: 849371-46-6
1-diphenylphosphinoamino-4-methylpiperazine

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 1h;	100%
With triethylamine In tetrahydrofuran for 5h;	85%

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

: (l)-N-[3-(4-(4'-acetylphenyl)phenyl)-2-oxooxazolidin-5-ylmethyl]acetamide

: (l)-N-[3-(4-(4'-Acetylphenyl)phenyl)-2-oxooxazolidin-5-ylmethyl]acetamide 4-Methylpiperazinylhydrazone

Conditions

Conditions	Yield
With trifluoroborane diethyl ether In 1,4-dioxane	100%

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

: 2-(4-isocyanatophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 879486-81-4
N-(4-methylpiperazin-1-yl)-N'-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-urea

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 6h;	100%

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

: 1407543-46-7
(Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-4-(methylthio)thiazol-2(5H)-one

: 1408060-02-5
(4Z,5Z)-5-(benzo[d][1,3]dioxol-5-ylmethylene)-4-((4-methylpiperazin-1-yl)imino)thiazolidin-2-one

Conditions

Conditions	Yield
In ethanol at 85℃;	100%

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

: N-(1H-1,2,3-benzotriazol-1-ylmethylene)-N-methylmethanaminium chloride

: N,N-dimethyl-N'-(4-methylpiperazino)iminoformamide dihydrochloride

Conditions

Conditions	Yield
With hydrazine In tetrahydrofuran for 4h; Condensation; Heating;	98%

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

: 97480-49-4
difluoro(diethoxyphosphinyl)acetyl chloride

: 1217898-90-2
diethyl 1,1-difluoro-2-(4-methylpiperazin-1-ylamino)-2-oxoethylphosphonate

Conditions

Conditions	Yield
With pyridine; dmap In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	98%

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

: N-tert-1,3-oxazine(5,6-c)rifamycin

: 13292-46-1
rifampicin

Conditions

Conditions	Yield
With acetic acid In butan-1-ol at 70℃; for 2h; Temperature; Solvent; Large scale;	97.87%
In water; N,N-dimethyl-formamide at 75℃; for 0.333333h; Temperature; Time;	92%
In N,N-dimethyl-formamide at 80℃; for 0.333333h; Concentration;

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

: 35967-24-9
(3,4,5-trimethoxyphenyl)isothiocyanate

: 1-(4-methylpiperazin-1-yl)-3-(3,4,5-trimethoxyphenyl)thiourea

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	97%

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

: 49627-27-2
sulindac sulfide

: (Z)-2-(5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-yl)-N-(4-methylpiperazin-1-yl)acetamide

Conditions

Conditions	Yield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In acetonitrile at 20℃; Inert atmosphere;	96%

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

: 75-15-0
carbon disulfide

: 31599-79-8
2-(chloromethyl)-3-methylnaphthalene-1,4-dione

: (4-methylpiperazin-1-yl)dithiocarbamic acid 3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-ylmethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃;	95.9%

...Expand

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

: 609353-50-6
C26H14BrNO10

: C31H25BrN4O9

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; trifluoroacetic acid for 5h;	95%

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

: 108-90-7
chlorobenzene

: 4-methyl-N-phenylpiperazin-1-amine

Conditions

Conditions	Yield
With 5-(di-tert-butylphosphino)-1′, 3′, 5′-triphenyl-1′H-[1,4′]bipyrazole; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; sodium t-butanolate at 110℃; for 12h; Buchwald-Hartwig Coupling;	95%
With potassium tert-butylate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 120℃; for 5h;	88%
With C38H49N2P*C9H10ClPd In 1,4-dioxane at 20℃; for 7h; Inert atmosphere; Schlenk technique;	77%

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

: 506-82-1
dimethylcadmium

: Cd(2+)*2CH3(1-)*NH2N(CH2)4NCH3=Cd(CH3)2(NH2N(CH2)4NCH3)

Conditions

Conditions	Yield
In hexane hexane soln. of Me2Cd added to hexane; then 1-amino-4-methylpiperazine added; mixt. stirred; elem. anal.;	94%

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

: 2-((2'-iodo-[1,1'-biphenyl]-2-yl)methyl)benzaldehyde

: (E)-1-(2-((2'-iodo-[1,1'-biphenyl]-2-yl)methyl)phenyl)-N-(4-methylpiperazin-1-yl)methanimine

Conditions

Conditions	Yield
With sodium sulfate In dichloromethane at 20℃; for 12h;	94%

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

: 42141-25-3
2-thiocyanato-cyclohex-1-enecarbaldehyde

: 2-(4-methyl-piperazin-1-yl)-4,5,6,7-tetrahydro-1,2-benzisothiazolium perchlorate

Conditions

Conditions	Yield
Stage #1: N-amino-N'-methylpiperazine; 2-thiocyanato-cyclohex-1-enecarbaldehyde With acetic acid for 0.25h; Stage #2: With perchloric acid; acetic acid for 1h;	93%

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

: 4,4'-(4-formyl-1H-pyrazole-1,3-diyl)dibenzoic acid

: 4,4'-{4-[((E)-(4-methylpiperazin-1-yl)imino)methyl]-1H-pyrazole-1,3-diyl}dibenzoic acid

Conditions

Conditions	Yield
In ethanol for 8h; Reflux;	93%

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

: 21375-88-2
1-bromo-2-(phenylethenyl)benzene

: 1264670-27-0
1-(4-methyl-piperazin-1-yl)-2-phenyl-1H-indole

Conditions

Conditions	Yield
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; OTips-DalPhos; potassium tert-butylate In toluene at 90℃; for 12h; Inert atmosphere; Sealed vial;	92%
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; OTips-DalPhos; potassium tert-butylate In toluene at 90℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube;	92%
With caesium carbonate; palladium dichloride; tri tert-butylphosphoniumtetrafluoroborate In N,N-dimethyl-formamide at 110℃; for 3h; Inert atmosphere;	74%

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

: 75-15-0
carbon disulfide

: 359869-12-8
2-(1-chloromethyl-2,6-dioxo-piperidine-3-yl)-1,3-dihydro-2H-isoindole-1,3-dione

: 1083189-99-4
[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-2,6-dioxopiperidin-1-yl]methyl 4-methylpiperazin-1-yldithiocarbamate

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 48h;	91%

...Expand

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

: C44H48FN3O8

: C43H56FN5O5

Conditions

Conditions	Yield
With dimethyl sulfoxide In tetrahydrofuran for 0.416667h;	90%

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

: 36881-02-4
2-(4-chlorophenyl)-2-methyl-1,3-dioxolane

: C15H23N3O2

Conditions

Conditions	Yield
With potassium tert-butylate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 120℃; for 2.5h;	90%

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

: 6781-98-2
2,6-dimethyl-1-chlorobenzene

: C13H21N3

Conditions

Conditions	Yield
With potassium tert-butylate; tris(dibenzylideneacetone)dipalladium (0) In 1,4-dioxane at 120℃; for 5.5h;	90%

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

: 5428-43-3
2-chloro-N,N-diphenylacetamide

: C19H24N4O

Conditions

Conditions	Yield
With triethylamine In acetone for 8h;	90%

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

: 4-[3-(2,4-difluorophenyl)-4-formyl-1H-pyrazol-1-yl]benzoic acid

: 4-{3-(2,4-difluorophenyl)-4-[(E)-(methylimino)-N-(4-methylpiperazin-1-yl)]-1H-pyrazol-1-yl}benzoic acid

Conditions

Conditions	Yield
With acetic acid In methanol for 12h; Reflux;	90%

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

: 66-72-8
pyridoxal

: 5-(hydroxymethyl)-2-methyl-4-(((4-methylpiperazine-1-yl)imino)methyl)pyridine-3-ol

Conditions

Conditions	Yield
In ethanol at 20℃; for 5h;	90%
at 50℃;	53%

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

: 20335-60-8
1-formyl-5-nitroisoquinoline

: (4-Methyl-piperazin-1-yl)-[1-(5-nitro-isoquinolin-1-yl)-meth-(Z)-ylidene]-amine

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	89%

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

: 108-24-7
acetic anhydride

: 118-92-3
anthranilic acid

: 2-methyl-3-(4-methylpiperazin-1-yl)quinazolin-4(3H)-one

Conditions

Conditions	Yield
With titanium dioxide nanoparticles at 80℃; for 7h; Neat (no solvent);	89%

...Expand

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

: 162758-35-2
rimonabant acid

: 953758-69-5
5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-N-(4-methylpiperazin-1-yl)-1H-pyrazole-3-carboxamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;	89%

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

: 2719-30-4
o-nitrophenylisothiocyanate

: 1-(4-methylpiperazin-1-yl)-3-(2-nitrophenyl)thiourea

Conditions

Conditions	Yield
In ethanol for 1h; Reflux;	89%

1-Amino-4-methylpiperazine Specification

1. Introduction of 1-Amino-4-methylpiperazine
The 1-Amino-4-methylpiperazine, with the CAS registry number 6928-85-4, is also known as 1-Piperazinamine, 4-methyl-. It belongs to the product categories of Piperaizine; Piperazine Derivates; Building Blocks; Heterocyclic Building Blocks; Piperazines. This chemical's molecular formula is C₅H₁₃N₃ and molecular weight is 115.18. What's more, its systematic name is called 4-Methyl-1-piperazinamine. It should be stored in a cool, dry and well-ventilated place.

2. Properties of 1-Amino-4-methylpiperazine
Physical properties about 1-Amino-4-methylpiperazine are: (1)ACD/LogP: -1.301; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.36; (4)ACD/LogD (pH 7.4): -3.43; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 32.5 Å²; (13)Index of Refraction: 1.495; (14)Molar Refractivity: 33.841 cm³; (15)Molar Volume: 116.143 cm³; (16)Polarizability: 13.416×10^-24cm³; (17)Surface Tension: 35.26 dyne/cm; (18)Density: 0.992 g/cm³; (19)Flash Point: 58.128 °C; (20)Enthalpy of Vaporization: 40.918 kJ/mol; (21)Boiling Point: 172.811 °C at 760 mmHg; (22)Vapour Pressure: 1.31 mmHg at 25 °C

3. Structure Descriptors of 1-Amino-4-methylpiperazine
You can still convert the following datas into molecular structure:
(1) SMILES: NN1CCN(C)CC1
(2) InChI: InChI=1S/C5H13N3/c1-7-2-4-8(6)5-3-7/h2-6H2,1H3
(3) InChIKey: RJWLLQWLBMJCFD-UHFFFAOYSA-N

4. Safety Information of 1-Amino-4-methylpiperazine
Hazard Statement(s) H315: Causes skin irritation.
H319: Causes serious eye irritation.
H335: May cause respiratory irritation.
Precautionary Statement(s) P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
P304 + P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

5. Preparation of 1-Amino-4-methylpiperazine
1-Amino-4-methylpiperazine can be prepared by 1-methyl-4-nitroso-piperazine. The reaction occurs with reagent LiAlH₄ and other condition of heating for 10 hours. The yield is 88 %.

1-Amino-4-methylpiperazine can be prepared by 1-methyl-4-nitroso-piperazine.

6. Uses of 1-Amino-4-methylpiperazine
1-Amino-4-methylpiperazine is used as an intermediate of pharmaceutical and for synthesis of antibiotics of rifampicin; (2) it is used to produce other chemicals. For example, it can react with furan-2-carbonyl chloride to get furan-2-carboxylic acid (4-methyl-piperazin-1-yl)-amide. The reaction occurs with solvent benzene and other condition of heating for 1 hour. The yield is 88 %.

1-Amino-4-methylpiperazine can react with furan-2-carbonyl chloride to get furan-2-carboxylic acid (4-methyl-piperazin-1-yl)-amide.

7. Other details of 1-Amino-4-methylpiperazine
When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system. It may cause damage to health by inhalation, in contacting with skin and if swallowed. Therefore, you should wear suitable protective clothing and avoid contacting with skin, eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

Product Name

1-Amino-4-methylpiperazine

Synthetic route

1-Amino-4-methylpiperazine Specification

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