- CasNo 1477-19-6
- Purity 99%
Location:Home > Pharmaceutical
Top Quality Benzarone 1477-19-6 Hot Sell In Stock
- Molecular Formula: C17H14 O3
- Molecular Weight: 266.296
- Vapor Pressure: 1.36E-09mmHg at 25°C
- Melting Point: 124.3°
- Refractive Index: 1.5490 (estimate)
- Boiling Point: 473.6°Cat760mmHg
- PKA: 7.68±0.15(Predicted)
- Flash Point: 240.2°C
- PSA： 50.44000
- Density: 1.234g/cm3
- LogP: 3.93180
Benzarone(Cas 1477-19-6) Usage
|
Manufacturing Process |
The process of preparation of the 2-ethyl-3-(4'-hydroxybenzoyl)benzofurane includes the next steps: 1. To 1 mol of potassium hydroxide in absolute ethanol is added 1 mole of salicylic aldehyde. The mixture is brought to boiling point in water bath until the potassium salt formed is dissolved. One mole of coloroacetone is gradually added and the solution boiled in a reflux condenser for 2 hours. On cooling the potassium chloride precipitate is separated off by filtration. The residue is distilled to give 2-acetyl-1-benzofurane, BP: 135°C/15 mm Hg. 2. It was reduced by hydrazine hydrate in an alkaline medium (by process of Hyuang-Minlon, J.A.C.S., 1946, 68, 2487) to give 2-ethyl-1-benzofurane BP: 211°-212°C. 3. 2-Ethyl-1-benzofurane is condensed with 2-metoxybenzoyl chloride in the presence of tin tetrachloride (according to the process described by Bisagni, J.C.S., 1955, 3694). Thus 2-ethyl-3-(4-methoxybenzoyl)-1-benzofyrane is obtained. BP: 226°C/15 mm Hg. 4. 1 part of 2-ethyl-3-(4-methoxybenzoyl)-1-benzofyrane is mixed with 2 parts of pyridine hydrochloride and heated at an oil bath at 210°C in N2 current for 1 hour. On cooling 10 parts of 0.5 N HCl are added. A water layer is mixed with 20 parts of 1% NaOH. The alkaline layer is separated, acidified with diluted HCl. The dropped precipitate (2-ethyl-3-(4'-hydroxybenzoyl) benzofurane) is recrystallized from acetic acid. MP: 124.3°C. |
|
Therapeutic Function |
Antihemorrhagic |
|
World Health Organization (WHO) |
Benzarone is given by mouth and applied topically for treatment of various vascular peripheral disorders.The decision to suspend the marketing authorization results from several reports of toxic hepatitis, including one fatal case from within Germany. The product remains registered in Italy and France. |
|
Safety Profile |
Poison by intraperitoneal route. An experimental teratogen. Other experimental reproductive effects. A flammable liquid. When heated to decomposition it emits acrid and irritating smoke and fumes. See also KETONES. |
|
Brand name |
Benzarin;Fragivix (r) forte;Vasco. |
InChI:InChI=1/C17H14O3/c1-2-14-16(13-5-3-4-6-15(13)20-14)17(19)11-7-9-12(18)10-8-11/h3-10,18H,2H2,1H3
1477-19-6 Relevant articles
Synthesis method of benzbromarone key intermediate
-
Paragraph 0010; 0027; 0030-0032; 0035-0036, (2021/07/28)
The invention relates to the technical f...
Preparation method of benzbromarone
-
Paragraph 0023; 0026-0027; 0032; 0035-0036; 0041; 0044-0045, (2021/03/11)
The invention belongs to the technical f...
Lewis Acid-Catalyzed Synthesis of Benzofurans and 4,5,6,7-Tetrahydrobenzofurans from Acrolein Dimer and 1,3-Dicarbonyl Compounds
Huang, Wenbo,Xu, Jing,Liu, Changhui,Chen, Zhiyan,Gu, Yanlong
, p. 2941 - 2950 (2019/02/26)
2,3-Disubstituted benzofurans were synth...
Preparation method of 2-ethyl-3-(4-hydroxylbenzoyl) benzofuran
-
Paragraph 0030; 0036; 0039; 0042-0044; 0048, (2018/11/04)
The invention discloses a preparation me...
1477-19-6 Process route
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3343-80-4
(2-ethylbenzofuran-3-yl)(4-methoxyphenyl)methanone
-
-
1477-19-6
benzarone
Conditions
| Conditions | Yield |
|---|---|
|
(2-ethylbenzofuran-3-yl)(4-methoxyphenyl)methanone;
In
toluene;
at 5 - 10 ℃;
for 0.5h;
With
aluminum (III) chloride;
In
toluene;
at 10 - 60 ℃;
for 0.333333h;
|
97.39%
|
|
With
aluminum (III) chloride;
In
chloroform;
at 80 ℃;
for 0.5h;
Temperature;
Reagent/catalyst;
Large scale;
|
95%
|
|
(2-ethylbenzofuran-3-yl)(4-methoxyphenyl)methanone;
With
sodium thioethylate;
In
N,N-dimethyl-formamide;
at 125 - 130 ℃;
for 1h;
With
water; ammonium chloride;
In
N,N-dimethyl-formamide;
|
90%
|
|
With
sodium thioethylate;
In
N,N-dimethyl-formamide;
at 125 - 130 ℃;
for 1h;
|
90%
|
|
With
boron tribromide;
In
dichloromethane;
for 10h;
|
85%
|
|
With
sodium hydride; ethanethiol;
In
N,N-dimethyl-formamide;
at 110 ℃;
for 3h;
|
77.2%
|
|
With
boron tribromide;
In
acetonitrile;
at 25 ℃;
for 6h;
Reagent/catalyst;
Solvent;
Temperature;
|
75%
|
|
With
pyridine hydrochloride;
|
-
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3562-84-3
benzbromarone
-
-
1477-19-6
benzarone
Conditions
| Conditions | Yield |
|---|---|
|
benzbromarone;
With
dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; triethylamine;
In
water;
at 20 ℃;
for 0.0333333h;
With
1,1,3,3-Tetramethyldisiloxane;
for 11.9667h;
|
86%
|
1477-19-6 Upstream products
-
3131-63-3
2-ethylbenzofuran
-
1486-50-6
4-(benzyloxy)benzoic acid chloride
-
3343-80-4
(2-ethylbenzofuran-3-yl)(4-methoxyphenyl)methanone
-
90908-77-3
(4-acetoxy-phenyl)-(2-ethyl-benzofuran-3-yl)-ketone
1477-19-6 Downstream products
-
3562-84-3
benzbromarone
-
82699-09-0
Natriumbenzaronsulfat
-
51073-13-3
benzbromarone methyl ether
-
68-90-6
benziodarone
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