Conditions | Yield |
---|---|
at 575℃; | 95% |
ethyl o-azidobenzoyl(phenyl)acetate
A
indoxyl
B
3-<α-(ethoxycarbonyl)benzyl>-2,1-benzisoxazole
Conditions | Yield |
---|---|
at 350℃; for 1h; spray vacuum pyrolysis; | A 30% B 6% |
Conditions | Yield |
---|---|
With water auf den Schmelzpunkt; | |
With water at 70 - 80℃; | |
beim Erhitzen ueber den Schmelzpunkt; | |
With water auf den Schmelzpunkt; | |
With water at 70 - 80℃; |
1-phenylhydantoin
indoxyl
Conditions | Yield |
---|---|
With potassium hydroxide; sodium amide | |
With alkali metal | |
With alkaline earth metal | |
With barium(II) oxide at 250℃; |
Conditions | Yield |
---|---|
Alkalischmelze; |
Conditions | Yield |
---|---|
Ausscheidung im Harn nach Verabreichung an Menschen; |
Conditions | Yield |
---|---|
Alkalischmelze; |
Conditions | Yield |
---|---|
With potassium hydroxide at 250℃; unter vermindertem Druck; |
N-acetyl-N-phenylglycine
indoxyl
Conditions | Yield |
---|---|
With aluminium trichloride |
2-((2-hydroxyethyl)amino)benzoic acid
indoxyl
Conditions | Yield |
---|---|
Alkalischmelze; | |
bei der Alkalischmelze; |
2-(2-cyanophenylamino)acetic acid
indoxyl
Conditions | Yield |
---|---|
With water |
1-(2-amino-phenyl)-2-hydroxy-ethanone
indoxyl
Conditions | Yield |
---|---|
bei Luftabschluss; |
N-(hydroxyacetyl)anthranilic acid
indoxyl
Conditions | Yield |
---|---|
With potassium hydroxide |
indoxyl
Conditions | Yield |
---|---|
With potassium hydroxide; sodium amide | |
With potassium cyanide |
N,N'-bis(carboxyphenyl)ethylenediamine
indoxyl
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide | |
With sodium amide | |
With alkali metal evtl. in Gegenwart von Aetzkalien oder Alkalicyaniden; |
Conditions | Yield |
---|---|
Alkalischmelze; |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
In water at 25℃; Equilibrium constant; other solvents; |
Conditions | Yield |
---|---|
durch Schmelzen; |
indoxyl
Conditions | Yield |
---|---|
With alkali metal evtl. in Gegenwart von Aetzkalien oder Alkalicyaniden; | |
With alkaline earth metal evtl. in Gegenwart von Aetzkalien oder Alkalicyaniden; | |
With alkali metal evtl. in Gegenwart von Aetzkalien oder Alkalicyaniden; | |
With alkaline earth metal evtl. in Gegenwart von Aetzkalien oder Alkalicyaniden; |
Conditions | Yield |
---|---|
durch Schmelzen; |
Conditions | Yield |
---|---|
durch Schmelzen; |
indoxyl
benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-phenylpyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.666667h; Catalytic behavior; Solvent; Reagent/catalyst; Green chemistry; | 92% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 90% |
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 88% |
indoxyl
4-bromo-benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(4-bromophenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 92% |
With triphenylphosphine In ethanol; water at 60℃; for 0.5h; Green chemistry; | 91% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 90% |
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.5h; Green chemistry; | 92% |
indoxyl
4-chlorobenzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(4-chlorophenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.5h; Green chemistry; | 91% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 90% |
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 90% |
indoxyl
4-nitrobenzaldehdye
malononitrile
2-amino-4,5-dihydro-4-(4-nitrophenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 90% |
With triphenylphosphine In ethanol; water at 60℃; for 0.5h; Green chemistry; | 90% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 85% |
indoxyl
ortho-bromobenzaldehyde
malononitrile
2-amino-4-(2-bromophenyl)-4,5-dihydropyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 90% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 86% |
indoxyl
2-nitro-benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(2-nitrophenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.666667h; Green chemistry; | 89% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 88% |
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 87% |
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.5h; Green chemistry; | 89% |
indoxyl
4-methyl-benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(4-methylphenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 88% |
With triphenylphosphine In ethanol; water at 60℃; for 0.833333h; Green chemistry; | 86% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 85% |
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.666667h; Green chemistry; | 88% |
indoxyl
2-chloro-benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(2-chlorophenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.833333h; Green chemistry; | 87% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 86% |
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 86% |
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.833333h; Green chemistry; | 87% |
indoxyl
4-methoxy-benzaldehyde
malononitrile
2-amino-4,5-dihydro-4-(4-methoxyphenyl)pyrano[3,2-b]indole-3-carbonitrile
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate In ethanol at 60℃; for 0.5h; Sonication; | 85% |
With silica supported 1-methyl-3-(triethoxysilylpropyl)imidazolium hydrogensulfate In acetonitrile at 80℃; | 84% |
Conditions | Yield |
---|---|
With triphenylphosphine In ethanol; water at 60℃; for 0.833333h; Green chemistry; | 85% |
Conditions | Yield |
---|---|
With silver; tetrabutylammomium bromide In dimethyl sulfoxide at 70℃; for 11h; Milling; | 56% |
The CAS registry number of 3-Hydroxyindole is 480-93-3. The IUPAC name is 1H-indol-3-ol. In addition, it is a kind of green shiny needles with the molecular formula C8H7NO. Moreover, it should be stored in sealed container, and put in a cool and dry place.
Physical properties about this chemical are: (1)ACD/LogP: 1.41; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.41; (4)ACD/LogD (pH 7.4): 1.41; (5)ACD/BCF (pH 5.5): 6.9; (6)ACD/BCF (pH 7.4): 6.9; (7)ACD/KOC (pH 5.5): 138.65; (8)ACD/KOC (pH 7.4): 138.63; (9)H bond acceptors: 2; (10)H bond donors: 2; (11)Freely Rotating Bonds: 1; (12)Polar Surface Area: 14.16 Å2; (13)Index of Refraction: 1.739; (14)Molar Refractivity: 40.41 cm3; (15)Molar Volume: 100.3 cm3; (16)Polarizability: 16.01×10-24cm3; (17)Surface Tension: 65.8 dyne/cm; (18)Density: 1.327 g/cm3; (19)Flash Point: 161.4 °C; (20)Enthalpy of Vaporization: 61.03 kJ/mol; (21)Boiling Point: 343.2 °C at 760 mmHg; (22)Vapour Pressure: 3.61E-05 mmHg at 25 °C.
Preparation of 3-Hydroxyindole: this chemical can be prepared by Ethyl o-azidobenzoyl(phenyl)acetate. The other product is benzo[c]isoxazol-3-yl-phenyl-acetic acid ethyl ester. This reaction needs spray vacuum pyrolysis. The reaction time is 1 hour at temperature of 350 °C. And the yield is 30 %.
You can still convert the following datas into molecular structure:
(1)SMILES: Oc2c1ccccc1nc2
(2)Std. InChI: InChI=1S/C8H7NO/c10-8-5-9-7-4-2-1-3-6(7)8/h1-5,9-10H
(3)Std. InChIKey: PCKPVGOLPKLUHR-UHFFFAOYSA-N
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