4-Epoxypropanoxycarbazole supplier

Name
4-Epoxypropanoxycarbazole
EINECS 610-764-2
CAS No. 51997-51-4
Article Data26
CAS DataBase
Density 1.327 g/cm³
Solubility
Melting Point 130-132 °C
Formula C₁₅H₁₃NO₂
Boiling Point 464.9 °C at 760 mmHg
Molecular Weight 239.274
Flash Point 166.4 °C
Transport Information
Appearance pale yellow to almost white powder
Safety 36/37
Risk Codes 43-68
Molecular Structure
Hazard Symbols Xi
Synonyms 9H-Carbazole,4-(oxiranylmethoxy)- (9CI);4-(2,3-Epoxypropoxy)carbazole;4-Oxiranylmethoxy-9H-carbazole;
PSA 37.55000
LogP 3.09870

Synthetic route

: 52602-39-8
9H-carbazol-4-ol

: 106-89-8
epichlorohydrin

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water; isopropyl alcohol at 23 - 28℃; for 1h; Stage #2: epichlorohydrin In water; isopropyl alcohol at 20 - 40℃; for 15 - 20h;	80.4%
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water Stage #2: epichlorohydrin In water; dimethyl sulfoxide at 10 - 45℃; for 7h;	80.5%
Stage #1: 9H-carbazol-4-ol With sodium hydroxide In water; dimethyl sulfoxide at 10 - 30℃; for 0.25 - 0.333333h; Stage #2: epichlorohydrin at 10 - 30℃; for 25.5 - 30.75h;	76.57%

: 52602-39-8
9H-carbazol-4-ol

: 106-89-8
epichlorohydrin

A: 1187921-93-2
1-(9H-carbazol-4-yloxy)-3-chloropropan-2-ol

B: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
With pyridine In isopropyl alcohol at 50 - 60℃; for 12h; Inert atmosphere;	A 80% B 10%
With potassium carbonate In isopropyl alcohol at 50 - 60℃; for 12h; Inert atmosphere;	A 20% B 60%

...Expand

: 106-89-8
epichlorohydrin

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazol-4-ol With sodium dithionite; potassium carbonate; potassium iodide In acetone for 1h; Heating / reflux; Stage #2: epichlorohydrin In acetone at 20℃; for 32h; Heating / reflux;	69.9%

: 52602-39-8
9H-carbazol-4-ol

: 3132-64-7
1,2-Epoxy-3-bromopropane

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
With sodium hydroxide In dimethyl sulfoxide at 60℃; for 24h;	60%
With sodium hydroxide In water; dimethyl sulfoxide at 45℃; for 16h;	31%
Stage #1: 9H-carbazol-4-ol With sodium hydride In N,N-dimethyl-formamide Stage #2: 1,2-Epoxy-3-bromopropane In N,N-dimethyl-formamide
With potassium carbonate In butanone at 80℃;

: 52602-39-8
9H-carbazol-4-ol

: 152333-94-3
glycidyl nosylate

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
With potassium carbonate In butanone

active charcoal: active charcoal

R-(-)-epichlorhydrin: R-(-)-epichlorhydrin

: 52602-39-8
9H-carbazol-4-ol

: 50-59-9
cefaloridine

: 67-68-5
dimethyl sulfoxide

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water; ethyl acetate

...Expand

active charcoal: active charcoal

: 67800-62-8
(S)-oxirane-2-methyl methanesulfonate

: 52602-39-8
9H-carbazol-4-ol

: 50-59-9
cefaloridine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

Conditions

Conditions	Yield
With sodium hydroxide In dichloromethane; water; dimethyl sulfoxide; ethyl acetate

...Expand

: 3246-03-5
N-[2-(2'-(methoxy)-phenoxy)-ethyl]-benzylamine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 72955-94-3
1-[benzyl[2(2-methoxyphenoxy)ethyl]amino]-3-(9H-carbazol-4-yloxy)propan-2-ol

Conditions

Conditions	Yield
With potassium carbonate In water at 20 - 90℃; for 3h;	99%
Stage #1: N-[2-(2'-(methoxy)-phenoxy)-ethyl]-benzylamine; 4-(2,3-epoxypropoxy)carbazole With zinc(II) chloride In ethyl acetate at 70 - 75℃; for 3h; Stage #2: With ammonia In water
With trifluoroacetic acid In 1,4-dioxane at 70 - 75℃; for 48h;

: 100-46-9
benzylamine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 934370-86-2
1-(9H-carbazol-4-yloxy)-3-phenylmethylamino-2-propanol

Conditions

Conditions	Yield
In water at 60℃; for 10h; Product distribution / selectivity;	98.7%
at 40℃; for 1h; Temperature;	97.79%
In toluene Heating;	72%
In toluene Reflux;	72%

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 74-88-4
methyl iodide

: 890017-26-2
9-methyl-4-(oxiran-2-ylmethoxy)-9H-carbazole

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 4h;	97%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 4h;	92%
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;	81%
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;	81%

: 92-54-6
4-phenyl-1-piperazine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1479050-61-7
1-((9H-carbazol-4-yl)oxy)-3-(4-phenylpiperazin-1-yl)propan-2-ol

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	97%
In ethanol at 65℃; for 16h;	80%
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;	80%

: 22751-09-3
2-amino-2'-methoxydiphenyl ether

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1479050-64-0
N-[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]-2-(2-methoxyphenoxy)aniline

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	97%

: 20781-20-8
2,4-Dimethoxybenzylamine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1-(9H-carbazol-4-yloxy)-3-[(2,4-dimethoxybenzyl)-amino]propan-2-ol

Conditions

Conditions	Yield
In ipa; ethyl acetate for 4.5h; Heating / reflux;	94.2%

: 107-08-4
1-iodo-propane

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 4-(oxiran-2-ylmethoxy)-9-propyl-9H-carbazole

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 60℃; for 2h;	93%

: 2759-28-6
1-phenylmethylpiperazine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 3-[(4-benzylpiperazin-1-yl)]-1-(9H-carbazol-4-yloxy)propan-2-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 12h; Heating / reflux;	92%
In tetrahydrofuran for 12h; Product distribution / selectivity; Heating / reflux;	92%

: 58479-61-1
tert-butylchlorodiphenylsilane

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 4-[2-(tert-butyldiphenylsilyloxy)-3-chloropropyloxy]carbazole

Conditions

Conditions	Yield
With 4-methoxypyridine N-oxide; sodium sulfate In dichloromethane at 20℃; for 60h; regioselective reaction;	92%

: 124-38-9
carbon dioxide

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 4-(((9H-carbazol-4-yl)oxy)methyl)-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With C16H9MoN3O4; tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 80℃; under 3750.38 Torr; for 20h;	92%
With C24H25N4O3(1+)*I(1-) In neat (no solvent) at 20℃; under 750.075 Torr; for 24h; Schlenk technique;	76%
With tetrabutylammomium bromide; C35H37CoN6O2(2+)*2Br(1-) In neat (no solvent) at 45℃; under 2250.23 Torr; for 24h;	75%

: 1316754-26-3, 723339-63-7
ethyl 3-(3-methoxyphenyl)-1H-pyrazole-5-carboxylate

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1257427-45-4
1-[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]-3-(3-methoxyphenyl)-1H-pyrazole-5-carboxylic acid

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 80℃; for 32h; Inert atmosphere;	90%

: 99-92-3
4-Aminoacetophenone

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1385032-14-3
1-(4-{[3-(9H-carbazol-4-yloxy)-2-hydroxypropyl]amino}phenyl)ethanone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 58 - 62℃; for 8h;	90%

: 5471-81-8
methyl 4-iodo-3-methylbenzoate

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: methyl 7-methyl-2-(((9H-carbazol-4-yl)oxy)methyl)-2,3-dihydrobenzofuran-5-carboxylate

Conditions

Conditions	Yield
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 80℃; for 24h;	89%

: 108-98-5
thiophenol

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1260243-62-6
1-(9H-carbazol-5-yloxy)-3-(phenylthio)propan-2-ol

Conditions

Conditions	Yield
With dimethylbromosulphonium bromide at 20℃; for 0.25h; regioselective reaction;	87%

: 35386-24-4
1-(2-Methoxyphenyl)piperazine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1479050-58-2
1-((9H-carbazol-4-yl)oxy)-3-(4-(2-methoxyphenyl)piperazin-1-yl)propan-2-ol

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	87%
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;	72%

: 6505-08-4
1-methyl-2-o-methoxyphenoxyethylamine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1-[carbazolyl-(4)-oxy]-3-[1-(2-methoxyphenoxy)-propyl-2-amino]-propan-2-ol

Conditions

Conditions	Yield
	85%

: 112-76-5
Stearoyl chloride

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1479051-62-1
C33H47NO3

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 45h;	85%
With sodium hydride In tetrahydrofuran at 0℃;

: 615-37-2
ortho-methylphenyl iodide

: 140-88-5
ethyl acrylate

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: (E)-ethyl 3-(2-(3-((9H-carbazol-4-yl)oxy)-2-hydroxypropyl)-6-methylphenyl)acrylate

Conditions

Conditions	Yield
With potassium (1S,4S)-bicyclo[2.2.1]hept-5-ene-2-carboxylate; palladium diacetate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h; Glovebox; Inert atmosphere; Sealed tube;	85%

...Expand

: 615-37-2
ortho-methylphenyl iodide

: 140-88-5
ethyl acrylate

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: C27H27NO4

Conditions

Conditions	Yield
With palladium diacetate; potassium bicyclo[2.2.1]hept-2-ene-5-carboxylate; XPhos In 1-methyl-pyrrolidin-2-one at 60℃; for 12h;	85%

...Expand

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 122-09-8
Phentermin

: 85135-32-6
(+/-)-15-benzylcarazolol

Conditions

Conditions	Yield
In ethanol at 65℃; for 72h;	84%

: 2-(2,4-dichlorophenyl)-4(3H)-quinazolinone

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 3-(3-((9H-carbazol-4-yl)oxy)-2-hydroxypropyl)-2-(2,4-dichlorophenyl) quinazolin-4(3H)-one

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetonitrile at 80℃; for 36h; Inert atmosphere;	84%

: 6440-87-5
2-(2-methoxyphenoxy)propan-1-amine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1-[carbazolyl-(4)-oxy]-3-[2-(2-methoxyphenoxy)-propylamino]-propan-2-ol

Conditions

Conditions	Yield
	83%

: 1247886-42-5
C10H15NO2

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1479049-46-1
1-(9H-carbazol-4-yloxy)-3-{[2-(2-methoxybenzyloxy)ethyl]amino}-2-propanol

Conditions

Conditions	Yield
In isopropyl alcohol Reflux;	82%
In isopropyl alcohol Reflux;

: 719-59-5
2-Amino-5-chlorobenzophenone

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: (2-((3-((9H-carbazol-4-yl)oxy)-2-hydroxypropyl)amino)-5-chlorophenyl) (phenyl)methanone

Conditions

Conditions	Yield
In ethanol for 24h; Reflux;	82%

: 1836-62-0
2-(2-methoxy-phenoxy)-ethylamine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 72956-09-3
carvedilol

Conditions

Conditions	Yield
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;	81%
With N-ethyl-N,N-diisopropylamine In 1,2-dimethoxyethane at 80 - 85℃;	36.26%
With sulfuric acid; potassium carbonate In isopropyl alcohol at 80℃; for 6h;

: 92-67-1
4-Aminobiphenyl

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1-((9H-carbazol-4-yl)oxy)-3-([1,1'-biphenyl]-4-ylamino)propan-2-ol

Conditions

Conditions	Yield
In ethanol for 24h; Reflux;	81%
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;	73%

: 34803-66-2
1-(2-pyridyl)piperazine

: 51997-51-4
4-(2,3-epoxypropoxy)carbazole

: 1-((9H-carbazol-4-yl)oxy)-3-(4-(pyridin-2-yl)piperazin-1-yl)propan-2-ol

Conditions

Conditions	Yield
In isopropyl alcohol for 5h; Inert atmosphere; Reflux;	81%

4-Epoxypropanoxycarbazole Chemical Properties

IUPAC Name: 4-(Oxiran-2-ylmethoxy)-9H-carbazole
Synonyms of 4-Epoxypropanoxycarbazole (CAS NO.51997-51-4): 4-(2,3-Epoxypropoxy)-carbazole
CAS NO: 51997-51-4
Molecular Formula: C₁₅H₁₃NO₂
Molecular Weight: 239.27
Molecular Structure:
H bond acceptors: 3
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 26.69 Å²
Index of Refraction: 1.729
Molar Refractivity: 71.89 cm³
Molar Volume: 180.2 cm³
Surface Tension: 63.1 dyne/cm
Density: 1.327 g/cm³
Flash Point: 166.4 °C
Enthalpy of Vaporization: 69.86 kJ/mol
Boiling Point: 464.9 °C at 760 mmHg
Vapour Pressure: 2.23E-08 mmHg at 25°C
Melting Point: 130-132°C
Appearance: pale yellow to almost white powder
SMILES: O(c3c1c(nc2ccccc12)ccc3)CC4OC4
InChI: InChI=1/C15H13NO2/c1-2-5-12-11(4-1)15-13(16-12)6-3-7-14(15)18-9-10-8-17-10/h1-7,10,16H,8-9H2 Copy
InChIKey: SVWKIGRDISDRLO-UHFFFAOYAD
Std. InChI: InChI=1S/C15H13NO2/c1-2-5-12-11(4-1)15-13(16-12)6-3-7-14(15)18-9-10-8-17-10/h1-7,10,16H,8-9H2 Std. InChIKey: SVWKIGRDISDRLO-UHFFFAOYSA-N
Product Categories of 4-Epoxypropanoxycarbazole (CAS NO.51997-51-4): Chemical intermediate for Benidipin;PHARMACEUTICAL INTERMEDIATES;(intermediate of carvedilol);Aromatics Compounds;Carbazoles;Oxiranes;Simple 3-Membered Ring Compounds;Carvedilol Intermediate;Aromatics

4-Epoxypropanoxycarbazole Uses

4-Epoxypropanoxycarbazole (CAS NO.51997-51-4) is used for the intermediate in the synthesis of carvedilol and Carazolol which are anti-hypertensive drug.

4-Epoxypropanoxycarbazole Safety Profile

Hazard Codes: Irritant Xi

Product Name

4-Epoxypropanoxycarbazole

Synthetic route

4-Epoxypropanoxycarbazole Chemical Properties

4-Epoxypropanoxycarbazole Uses

4-Epoxypropanoxycarbazole Safety Profile

Related Products

Hot Products