Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 4h; Reflux; | 87% |
Stage #1: 2‐[4‐(cyanomethyl)piperazin‐1‐yl]acetonitrile With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating / reflux; Stage #2: With potassium hydroxide In tetrahydrofuran; water | 80% |
With ammonia; hydrogen; nickel In ethanol at 20℃; | 73% |
N,N'-bis(2-phthalimidoethyl)piperazine
1,4-bis(2-aminoethyl)piperazine
Conditions | Yield |
---|---|
With potassium hydroxide; sodium hydroxide at 300 - 330℃; | 75% |
With hydrogenchloride at 130℃; im Rohr; | |
With hydrazine hydrate | |
With hydrazine |
ethyleneimine
aminoethylpiperazine
A
1,4-bis(2-aminoethyl)piperazine
B
1-<2-(2-aminoethyl)aminoethyl>piperazine
Conditions | Yield |
---|---|
With hydrogenchloride In water at 50℃; | A 79.5 % Chromat. B 20.5 % Chromat. |
With hydrogenchloride In water at 25℃; Kinetics; Thermodynamic data; acid-catalyzed ring opening reactions at various temperature, Ea, ΔH are given; | |
With hydrogenchloride In water at 40℃; | A 80.0 % Chromat. B 20.0 % Chromat. |
1,4-bis(2-aminoethyl)piperazine
Conditions | Yield |
---|---|
With ethanol; sodium |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at -10℃; for 2h; | |
With sodium tetrahydroborate | |
With sodium tetrahydroborate In ethanol at 0℃; for 2h; |
N,N'-Bis(2-phthalimidoethyl)ethylene diamine
1,4-bis(2-aminoethyl)piperazine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 61 percent / potassium carbonate / 0.17 h / 132 °C 2: 75 percent / aq.sodium hydroxide, potassium hydroxide / 300 - 330 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 65 percent / 195 °C 2: 61 percent / potassium carbonate / 0.17 h / 132 °C 3: 75 percent / aq.sodium hydroxide, potassium hydroxide / 300 - 330 °C View Scheme |
Conditions | Yield |
---|---|
In ethanol at 80℃; for 8h; | 92% |
1,4-bis(2-aminoethyl)piperazine
Conditions | Yield |
---|---|
In methanol refluxed for 2 h; ppt. filtered, washed with cold MeOH, dried; elem. anal.; | 90% |
1,4-bis(2-aminoethyl)piperazine
3,5-di-tert-butyl-2-hydroxybenzaldehyde
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 87% |
1,4-bis(2-aminoethyl)piperazine
salicylaldehyde
1,4-bis(2-salicylideneaminoethyl)piperazine
Conditions | Yield |
---|---|
In methanol for 3h; Cooling with ice; | 87% |
thiophene-2-carbaldehyde
1,4-bis(2-aminoethyl)piperazine
N,N'-bis[2-(thiophen-2-ylmethyleneamino)ethyl]piperazine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 86% |
1,4-bis(2-aminoethyl)piperazine
5-bromosalicyclaldehyde
N,N'-bis{2-[(2-ethylimino)methyl]-5-bromophenol}piperazine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 85% |
1,4-bis(2-aminoethyl)piperazine
phthalic anhydride
N,N'-bis(2-phthalimidoethyl)piperazine
Conditions | Yield |
---|---|
In acetic acid Condensation; Heating; | 80% |
pyridine-2-carbaldehyde
1,4-bis(2-aminoethyl)piperazine
N-((1-pyridin-2-yl)formylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)formylidene)amino]ethyl]piperazin-1-yl)ethyl]amine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 80% |
1,4-bis(2-aminoethyl)piperazine
salicylaldehyde
N,N'-bis{2-[(2-ethylimino)methyl]phenol}piperazine
Conditions | Yield |
---|---|
In ethanol for 3h; Reflux; | 80% |
In methanol for 3h; Cooling with ice; |
1,4-bis(2-aminoethyl)piperazine
phenyl(pyridin-2-yl)methanone
N-((1-pyridin-2-yl)benzylidene)-N'-[2-(4-[2-[((1-pyridin-2-yl)benzylidene)amino]ethyl]piperazin-1-yl)-ethyl]amine
Conditions | Yield |
---|---|
for 7h; Reflux; | 79.1% |
1,4-bis(2-aminoethyl)piperazine
9-methylphenazine-1-carboxylic acid imidazolide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | 77% |
1,4-bis(2-aminoethyl)piperazine
4,7-dichloroquinoline
N-(2-(4-(2-aminoethyl)piperazin-1-yl)ethyl)-7-chloroquinolin-4-amine
Conditions | Yield |
---|---|
In neat (no solvent) at 80 - 125℃; for 3h; | 76% |
1,4-bis(2-aminoethyl)piperazine
3-nitro-1,8-naphthalic anhydride
C32H26N6O8
Conditions | Yield |
---|---|
In ethanol; toluene for 4h; Reflux; | 73% |
1,4-bis(2-aminoethyl)piperazine
3‐acetyl‐2‐hydroxy‐6‐methyl‐4H‐pyran‐4‐one
Conditions | Yield |
---|---|
In ethanol for 24h; | 63% |
1,4-bis(2-aminoethyl)piperazine
5-((Z)-4-hydroxybenzylidene)-2-methylmercapto-4-thiazolidinone
(5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(ethane-2,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
Conditions | Yield |
---|---|
In ethanol for 8h; Reflux; | 58% |
1,4-bis(2-aminoethyl)piperazine
9-Chloro-N-<2-(dimethylamino)ethyl>acridine-4-carboxamide
Conditions | Yield |
---|---|
In phenol at 125℃; for 2h; | 48% |
1,4-bis(2-aminoethyl)piperazine
p-benzyloxybenzenesulfonyl chloride
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; | 47% |
Conditions | Yield |
---|---|
With NaOH In methanol abs. MeOH soln. of NaOH added to abs. MeOH soln. of piperazine deriv.; stirred at room temp. for a few min; filtered off; washed with abs. MeOH;added dropwise to hot abs. MeOH soln. of Co(ClO4)2, and py-2-CHO over a period of 1 h; refluxed for 18 h; concd.; pptd. by addn. of Et2O; filtered; washed with cold Et2O; dried; elem. anal.; | 43% |
1,4-bis(2-aminoethyl)piperazine
N-(N-methylpiperidin-4-yl)-9-chloroacridine-4-carboxamide
N,N-bis{4-[N-(N-methylpiperidin-4-yl)carbamoyl]acridin-9-yl}-[1,4-bis(2-aminoethyl)-piperazine]
Conditions | Yield |
---|---|
In phenol at 125℃; for 2h; | 35% |
1,4-bis(2-aminoethyl)piperazine
N-[2-(4-morpholinyl)ethyl]-9-chloroacridine-4-carboxamide
Conditions | Yield |
---|---|
In phenol at 125℃; for 2h; | 31% |
1,4-bis(2-aminoethyl)piperazine
3-(butylamino)-5-(1H-imidazole-1-carbonyl)-2-phenoxybenzenesulfonamide
C25H38N6O4S
Conditions | Yield |
---|---|
In dichloromethane at 25℃; under 760.051 Torr; | 20.46% |
Conditions | Yield |
---|---|
In methanol; water for 0.5h; Condensation; | 13% |
1,4-bis(2-aminoethyl)piperazine
ethyl (2E)‐2‐(hydroxyimino)acetate
Conditions | Yield |
---|---|
In ethanol at 90℃; for 48h; | 10% |
1,4-bis(2-aminoethyl)piperazine
4-bromo-6-methoxy-2-methylquinoline
Conditions | Yield |
---|---|
at 170℃; |
1,4-bis(2-aminoethyl)piperazine
4-bromo-6-methoxy-2-methylquinoline
Conditions | Yield |
---|---|
at 160℃; |
1,4-bis(2-aminoethyl)piperazine
Conditions | Yield |
---|---|
With sodium hydroxide; chloroform |
Conditions | Yield |
---|---|
With phenol at 100℃; |
The Piperazine-1,4-diethylamine, with CAS registry number 6531-38-0, belongs to the following product categorie: Piperidine. It has the systematic name of 2,2'-piperazine-1,4-diyldiethanamine. And its IUPAC name is 2-[4-(2-aminoethyl)piperazin-1-yl]ethanamine. What's more, its EINECS is 229-428-8.
Physical properties about this chemical are: (1)ACD/LogP: -1.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -6.09; (4)ACD/LogD (pH 7.4): -5.95; (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: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 12.96 Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 51.3 cm3; (15)Molar Volume: 171 cm3; (16)Polarizability: 20.33×10-24cm3; (17)Surface Tension: 41 dyne/cm; (18)Enthalpy of Vaporization: 54.24 kJ/mol; (19)Vapour Pressure: 0.00101 mmHg at 25°C.
Preparation: this chemical can be prepared by piperazine-1,4-diyl-bis-acetonitrile. This reaction will need reagent H2, NH3. The temperature of this chemical is 20 ℃. The yield is about 73%.
Uses of Piperazine-1,4-diethylamine: it can be used to produce N,N'-(2,2'-piperazine-1,4-diyl-diethyl)-bis-phthalimide. This reaction will need reagent Condensation and solvent acetic acid. The yield is about 80%.
You can still convert the following datas into molecular structure:
(1)SMILES: NCCN1CCN(CC1)CCN
(2)InChI: InChI=1/C8H20N4/c9-1-3-11-5-7-12(4-2-10)8-6-11/h1-10H2
(3)InChIKey: PAOXFRSJRCGJLV-UHFFFAOYAC
(4)Std. InChI: InChI=1S/C8H20N4/c9-1-3-11-5-7-12(4-2-10)8-6-11/h1-10H2
(5)Std. InChIKey: PAOXFRSJRCGJLV-UHFFFAOYSA-N
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