1-Hydroxyethylethoxypiperazine supplier

Name
1-Hydroxyethylethoxypiperazine
EINECS 1533716-785-6
CAS No. 13349-82-1
Article Data12
CAS DataBase
Density 1.077 g/cm³
Solubility
Melting Point
Formula C₈H₁₈N₂O₂
Boiling Point 267.139 °C at 760 mmHg
Molecular Weight 174.243
Flash Point 115.362 °C
Transport Information
Appearance yellow-brown oil
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-[2-(2-Hydroxyethoxy)ethyl]piperazine;1-[2-[(2-Hydroxyethyl)oxy]ethyl]piperazine;2-[2-(1-Piperazinyl)ethoxy]ethanol;N-Hydroxyethoxyethylpiperazine;3-(Piperazin-1-yloxy)butan-2-ol;1-(2-(2-Hydroxyethoxy)Ethyl)Piperazine);
PSA 44.73000
LogP -0.83280

Synthetic route

: 110-85-0
piperazine

: 628-89-7
2-(2-Chloroethoxy)ethanol

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With piperazine dihydrochloride In ethanol for 10h; Reflux; Large scale;	95.1%
at 120 - 140℃; for 1h;	70%

: 166388-52-9
tert-butyl 4-(2-(2-hydroxyethoxy)ethyl)piperazine-1-carboxylate

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 2h;	95%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;	80%

: C17H34N4O4S

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With dipotassium peroxodisulfate at 30 - 60℃; for 6h; Reagent/catalyst;	80.5%

: 120-43-4
4-ethoxycarbonylpiperazine

: 628-89-7
2-(2-Chloroethoxy)ethanol

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With potassium hydroxide; ethanol

: 111974-69-7
Quetiapine

A: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

B: 2-[2-(4,5-dihydro-1H-imidazol-1-yl)ethoxy]ethanol

C: 1216996-50-7
2-[2-(1-oxidopiperazin-1-yl)ethoxy]ethanol

D: 257-15-8
dibenzo[b,f]-1,4-thiazepine

E: Quetiapine sulfoxide

Conditions

Conditions	Yield
In methanol at 25℃; for 6h; Kinetics; UV-irradiation;

...Expand

: 111-42-2
2,2'-iminobis[ethanol]

: 929-06-6
2-(2-Aminoethoxy)ethanol

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

Conditions

Conditions	Yield
With hydrogen at 180℃; under 150015 Torr; for 15h;
With hydrogen at 180℃; under 750.075 - 150015 Torr; Time;
With hydrogen at 180℃; under 150015 Torr; for 15h;

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1067884-35-8
(2′Z-3′E)-6-bromoindirubin-3′-[O-(2-bromoethyl)oxime]

: 1067884-49-4
(2'Z-3'E)-6-bromoindirubin-3'-[O-(2-{4-[2-(2-hydroxyethoxy)-ethyl]piperazin-1-yl}ethyl)oxime]

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 50℃;	100%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 107-13-1
acrylonitrile

: 1278584-73-8
3-{4-[2-(2-hydroxy-ethoxy)ethyl]-piperazin-1-yl}-propionitrile

Conditions

Conditions	Yield
at 20℃; for 72h; Michael addition;	100%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 13745-86-3
11-chloro-dibenzo[b,f][1,4]thiazepine

: 111974-69-7
Quetiapine

Conditions

Conditions	Yield
In toluene at 105 - 107℃;	99%
In toluene at 110 - 120℃; for 8h; Product distribution / selectivity;	98%
In toluene Reflux;	92%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1027727-66-7
(S)-N-[(3-bromo-propyl)(oxido)phenyl-λ4-sulfanylidene]-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide

: 1027727-68-9
(S)-N-[(3-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}propyl)(oxido)phenyl-λ4-sulfanylidene]-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 0.5h;	96%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 11-chlorodibenzo[b,f][1,4]thiazepin-11-one

: 110-17-8
(2E)-but-2-enedioic acid

: 11-[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]dibenzo[b,f][1,4]thiazepine hemifumarate salt

Conditions

Conditions	Yield
Stage #1: 1-[2-(2-hydroxyethoxy)ethyl]piperazine; 11-chlorodibenzo[b,f][1,4]thiazepin-11-one With potassium carbonate In toluene for 5h; Reflux; Large scale; Stage #2: (2E)-but-2-enedioic acid In ethanol for 1.5h; Reflux; Large scale;	95.3%

...Expand

: 3772-13-2
2,2-dimethylthiirane

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 2-(2-{4-[2-Methyl-2-sulfanylpropyl]piperazinyl}ethoxy)ethan-1-ol

Conditions

Conditions	Yield
at 80℃; for 4h;	93%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

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

: 166388-52-9
tert-butyl 4-(2-(2-hydroxyethoxy)ethyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃; for 12h;	92%
In dichloromethane at 0 - 20℃;	92%
With sodium hydrogencarbonate In dichloromethane at 0 - 20℃; for 12h;	92%
In dichloromethane at 20℃;
With triethylamine In dichloromethane at 20℃; for 12h;

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1011306-89-0
2-(4-chloro-3-nitrophenyl)-3-hydroxyquinoline-4(1H)-one

: 3-hydroxy-2-(4-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}-3-nitrophenyl)quinolin-4(1H)-one

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one at 110℃; for 2h;	91%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 835616-61-0
2-(2,6-dioxopiperidin-3-yl)-5-fluoro-2,3-dihydro-1H-isoindole-1,3-dione

: 2-(2,6-dioxopiperidin-3-yl)-5-(4-(2-(2-hydroxyethoxy)ethyl)piperazin-1-yl)isoindoline-1,3-dione

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 90℃; for 3h;	89.8%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 19806-43-0
2‑(2‑nitrophenylsulfanyl)benzoic acid

: 849790-30-3
2-nitro-2'-[4-[2-(2-hydroxyethoxy)ethyl]-piperazinylcarbonyl]diphenylsulfide

Conditions

Conditions	Yield
Stage #1: 2‑(2‑nitrophenylsulfanyl)benzoic acid With thionyl chloride In dichloromethane at 40℃; Stage #2: 1-[2-(2-hydroxyethoxy)ethyl]piperazine With triethylamine In dichloromethane at 0 - 5℃;	89.7%
Stage #1: 2‑(2‑nitrophenylsulfanyl)benzoic acid With 4-methyl-morpholine; triethylamine In dichloromethane at 20℃; for 0.25h; Stage #2: 1-[2-(2-hydroxyethoxy)ethyl]piperazine With pivaloyl chloride In dichloromethane

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 75-15-0
carbon disulfide

: 507-19-7
t-butyl bromide

: 4-[2-(2-hydroxy-ethoxy)-ethyl]-piperazine-1-carbodithioic acid tert-butyl ester

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h;	89%

...Expand

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: (3E)-6-fluoro-3-[4-(2-fluoropyridin-4-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-one

: (3E)-6-fluoro-3-[4-(2-{4-[2-(2-hydroxyethoxy)ethyl]piperazin-1-yl}pyridin-4-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-one

Conditions

Conditions	Yield
In dimethyl sulfoxide at 105℃; for 6h;	89%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 6,7-difluoro-3-hydroxy-2-phenylquinolin-4(1H)-one

: 7-fluoro-3-hydroxy-6-(4-(2-(2-hydroxyethoxy)ethyl)piperazin-1-yl)2-phenylquinolin-4(1H)-one

Conditions

Conditions	Yield
In 1-methyl-pyrrolidin-2-one for 3h; Reflux;	89%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 2-(2-(4-(pyrazin-2-yl)piperazin-1-yl)ethoxy)ethan-1-ol

Conditions

Conditions	Yield
With iodine; sodium acetate In acetonitrile at 70℃;	88%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 902148-42-9
13-cyclohexyl-10-[[((dimethylamino)sulfonyl)amino]carbonyl]-3-methoxy-7H-indolo[2,1a][2]benzazepine-6-carboxylic acid

: 13-cyclohexyl-N-[(dimethylamino)sulfonyl]-6-[[4-[2-(2-hydroxyethoxy)ethyl]-1-piperazinyl]carbonyl]-3-methoxy-7H-indolo[2,1-a][2]benzazepine-10-carboxamide

Conditions

Conditions	Yield
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h;	87%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: C66H84Cl8N34

: C98H152Cl4N42O8

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran; dichloromethane at -20 - 20℃;	85%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 52559-37-2
N-hydroxyethyl-4-bromine-1,8-naphthalimide

: N-(2-hydroxyethyl)-4-(4-[2-(2-hydroxyethoxy)ethyl]-piperazine-1-yl)-1,8-naphthalimide

Conditions

Conditions	Yield
In 2-methoxy-ethanol at 130℃; for 1h; Microwave irradiation; Inert atmosphere;	85%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 651768-37-5
6-bromo-2-(2-methoxyethyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

: N-(2-methoxyethyl)-4-(4-[2-(2-Hydroxyethoxy)ethyl]-piperazine-1-yl)-1,8-naphthalimide

Conditions

Conditions	Yield
In 2-methoxy-ethanol at 130℃; for 1h; Microwave irradiation; Inert atmosphere;	85%

: 5029-67-4
2-iodopyridine

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

A: C13H21O2N3

B: 1-(2-(2-(pyridin-2-yloxy)ethoxy)ethyl)piperazine

Conditions

Conditions	Yield
With 2-(2-methyl-1-oxopropyl)cyclohexanone; caesium carbonate; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 16h;	A 83% B n/a

...Expand

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1176987-11-3
dibenzo[b,f][1,4]thiazepin-11-ylamine hydrochloride

: 110-17-8
(2E)-but-2-enedioic acid

: 111974-72-2
quetiapine fumarate

Conditions

Conditions	Yield
Stage #1: 1-[2-(2-hydroxyethoxy)ethyl]piperazine; dibenzo[b,f][1,4]thiazepin-11-ylamine hydrochloride at 172 - 176℃; for 5h; Stage #2: In water at 20 - 65℃; Stage #3: (2E)-but-2-enedioic acid In isopropyl alcohol at 4 - 20℃; Product distribution / selectivity;	83%
Stage #1: 1-[2-(2-hydroxyethoxy)ethyl]piperazine; dibenzo[b,f][1,4]thiazepin-11-ylamine hydrochloride at 173 - 175℃; for 5h; Stage #2: With potassium carbonate In water at 20 - 75℃; Stage #3: (2E)-but-2-enedioic acid In isopropyl alcohol at 4 - 20℃; Product distribution / selectivity;	79%

...Expand

: 5029-67-4
2-iodopyridine

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1-(2-(2-(pyridin-2-yloxy)ethoxy)ethyl)piperazine

Conditions

Conditions	Yield
With 3,4,7,8-Tetramethyl-o-phenanthrolin; 3 A molecular sieve; caesium carbonate; copper(l) iodide at 90℃; for 20h;	82%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 76967-95-8
5-chloro-2-bromomethyl-9H-xanthen-9-one

: 5-chloro-2-((4-(2-(2-hydroxyethoxy)ethyl)piperazin-1-yl)methyl)-9H-xanthen-9-one dihydrochloride

Conditions

Conditions	Yield
Stage #1: 1-[2-(2-hydroxyethoxy)ethyl]piperazine; 5-chloro-2-bromomethyl-9H-xanthen-9-one With potassium carbonate In toluene at 110℃; for 72h; Stage #2: With hydrogenchloride In ethanol; water	82%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 62673-31-8
benzyl(bromo)zinc

: 100-52-7
benzaldehyde

: 2-(2-(4-(1,2-diphenylethyl)piperazin-1-yl)ethoxy)ethanol

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 4h;	80%

...Expand

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1-(7-chloroquinolin-4-yl)-3-(3-nitrophenyl)thiourea

: 1-(7-(4-(2-(2-hydroxyethoxy)ethyl)piperazin-1-yl)quinolin-4-yl)-3-(3-nitrophenyl)thiourea

Conditions

Conditions	Yield
With copper In water at 100℃; Sealed tube;	79%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: N-[(3-bromopropyl)(methyl)oxido-λ4-sulfanylidene]-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide

: N-[(3-{4-[2-(2-hydroxyethoxyl)ethyl]piperazin-1-yl}propyl)(methyl)oxido-λ4-sulfanylidene]-5-({3-[(3-methyl-2-furoyl)amino]phenyl}ethynyl)nicotinamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 0.666667h;	78%

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 1899-24-7
5-bromo-2-furancarboxaldehyde

: 941-69-5
N-phenyl-maleimide

A: 355003-04-2
C18H25N3O4

B: 1017832-31-3
C23H25N3O5

Conditions

Conditions	Yield
Stage #1: 1-[2-(2-hydroxyethoxy)ethyl]piperazine; 5-bromo-2-furancarboxaldehyde With triethylamine In 1,4-dioxane; water for 4h; Heating; Stage #2: N-phenyl-maleimide With magnesium sulfate In 1,4-dioxane; water for 18h; Diels-Alder reaction; Heating; Further stages.;	A n/a B 77%

...Expand

: 13349-82-1
1-[2-(2-hydroxyethoxy)ethyl]piperazine

: 5292-43-3
bromoacetic acid tert-butyl ester

: tert-butyl 2-(4-(2-(2-hydroxyethoxy)ethyl)piperazin-1-yl)acetate

Conditions

Conditions	Yield
With triethanolamine In tetrahydrofuran; N,N-dimethyl-formamide at 50℃; for 16h;	77%

1-Hydroxyethylethoxypiperazine Specification

1-Hydroxyethylethoxypiperazine, with the CAS number of 13349-82-1, can be called 2-butanol, 3-(1-piperazinyloxy)-; 3-(Piperazin-1-yloxy)butan-2-ol. It belongs to the categories of Piperidine; Piperidines, Piperidones, Piperazines; Piperazine derivates; API intermediates; (intermediate of quadipine); (intermediate of quetiapine fumarate); Miscellaneous Reagents; Intermediates of Quetiapine. It is a yellow-brown oil,can be used as quetiapine intermediate.

Physical properties about 1-Hydroxyethylethoxypiperazine are: (1)ACD/LogP: 0.183; (2)ACD/LogD (pH 5.5): -2.62; (3)ACD/LogD (pH 7.4): -1.04; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.79; (8)#H bond acceptors: 4; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 4; (11)Index of Refraction: 1.503; (12)Molar Refractivity: 47.804 cm³; (13)Molar Volume: 161.842 cm³; (14)Polarizability: 18.951 10-24cm³; (15)Surface Tension: 40.6640014648438 dyne/cm; (16)Density: 1.077 g/cm³; (17)Flash Point: 115.362 °C; (18)Enthalpy of Vaporization: 58.658 kJ/mol; (19)Boiling Point: 267.139 °C at 760 mmHg; (20)Vapour Pressure: 0.00100000004749745 mmHg at 25°C

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable gloves and eye/face protection;

You can still convert the following datas into molecular structure:
(1)InChI=1S/C8H18N2O2/c11-6-8-12-7-5-10-3-1-9-2-4-10/h9,11H,1-8H2;
(2)InChIKey=FLNQAPQQAZVRDA-UHFFFAOYSA-N;
(3)SmilesN1(CCOCCO)CCNCC1

Product Name

1-Hydroxyethylethoxypiperazine

Synthetic route

1-Hydroxyethylethoxypiperazine Specification

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