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| CAS No.: | 22246-18-0 |
|---|---|
| Name: | 3,4-Dihydro-7-hydroxy-2(1H)-quinolinone |
| Article Data: | 28 |
| Molecular Structure: | |
|
|
|
| Formula: | C9H9NO2 |
| Molecular Weight: | 163.176 |
| Synonyms: | 3,4-Dihydrogen-7-Hydroxy-2(1H)-Quinolinone;7-Hydroxy-3,4-dihydro-2(1H)Quinolineone;7-Hydroxy-3,4-Dihydro-2(1H)Quinoliunone;2(1H)-Quindinone,3,4-dohydro-7Hydroxy;7-Hydroxy-3,4-dihydro-2-quinolinone;7-Hydroxy-3,4-dihydro-2(1H)Quinolinone;7-(4-bromo-butoxy)-3,4-dihydro-1H-quinolin-2-one;7-hydroxy-3,4-dihydroquinazolone;7-Hydroxy-3,4-dihydro-1H-quinolin-2-one;3,4-dihydro-7-hydroxycarbostyril;7-Hydroxy-1,2,3,4-tetrahydro-2-quinolinone;7-hydroxy-3, 4-dihydro-2 (1H)-quinolinone;7-Hydroxy-2-Oxo-3,4-Dihydroquinoline; |
| Density: | 1.282 g/cm3 |
| Melting Point: | 233-237 °C |
| Boiling Point: | 403.7 °C at 760 mmHg |
| Flash Point: | 198 °C |
| Appearance: | Pale yellow powder |
| Hazard Symbols: |
 Xn,  Xi
|
| Risk Codes: | 22-43 |
| Safety: | S36/37 |
| PSA: | 49.33000 |
| LogP: | 1.41490 |
- 483366-12-7(2S,4R)-1-Boc-2-cyano-4-hydroxypyrrolidine
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 50297-40-0
3-chloro-N-(3-hydroxyphenyl)propanamide
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| With aluminum (III) chloride In N,N-dimethyl-formamide at 90 - 150℃; for 6h; Cooling with ice; | 88% |
| Stage #1: 3-chloro-N-(3-hydroxyphenyl)propanamide With aluminum (III) chloride at 210℃; for 0.5h; Stage #2: With water at 20℃; | 76% |
| With aluminum (III) chloride In N,N-dimethyl acetamide at 130 - 140℃; | 68% |
- 21261-76-7
3-chloro-N-(3-methoxyphenyl)propionamide
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| aluminum (III) chloride In N,N-dimethyl acetamide at 140 - 150℃; for 2.75h; Friedel Crafts Alkylation; | 82% |
| With aluminium trichloride; N,N-dimethyl acetamide at 150 - 160℃; for 2h; Friedel-Crafts reaction; | 61.5% |
| With aluminum (III) chloride In N,N-dimethyl acetamide at 0 - 150℃; for 2h; | 54% |
- 1127347-52-7
C9H7NO5
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| With ammonium formate on silica gel; zinc In carbon dioxide at 50℃; under 90009 Torr; Autoclave; liquid CO2; | 78% |
- 292638-85-8
acrylic acid methyl ester
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| Stage #1: 4-benyzloxy-2-nitrobenzenediazonium tetrafluoroborate; acrylic acid methyl ester With palladium diacetate In 1,4-dioxane at 25℃; for 6h; Heck reduction-cyclisation-debenzylation reaction; Stage #2: With hydrogen; palladium diacetate; pyrographite In 1,4-dioxane at 50℃; for 24h; Heck reduction-cyclisation-debenzylation reaction; | 66% |
- 21261-76-7
3-chloro-N-(3-methoxyphenyl)propionamide
A
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
B
- 30389-33-4
5-hydroxycarbostyril
| Conditions | Yield |
|---|---|
| Stage #1: N-(3-methoxyphenyl)-3-chloropropionamide; aluminum (III) chloride at 155 - 165℃; for 4h; Stage #2: With methanol; sodium hydroxide In water at 20℃; for 1h; pH=7; Product distribution / selectivity; Heating / reflux; | A 62.3% B n/a |
| Stage #1: N-(3-methoxyphenyl)-3-chloropropionamide With N,N-dimethyl acetamide; aluminum (III) chloride In water at 95 - 165℃; for 5.5h; Stage #2: With methanol; sodium hydroxide In water at 20℃; for 1h; pH=7; Product distribution / selectivity; Heating / reflux; | A 61.3% B n/a |
| Stage #1: N-(3-methoxyphenyl)-3-chloropropionamide; aluminum (III) chloride In water at 95 - 165℃; for 5.5h; Stage #2: With methanol; sodium hydroxide In water at 20℃; for 1h; pH=7; Product distribution / selectivity; Heating / reflux; | A 61.3% B n/a |
- 21261-76-7
3-chloro-N-(3-methoxyphenyl)propionamide
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| In ice-H2O | 55% |
- 22246-17-9
7-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| With hydrogen bromide |
- 50297-40-0
3-chloro-N-(3-hydroxyphenyl)propanamide
A
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| With aluminium trichloride beim Schmelzen; |
- 536-90-3
m-Anisidine
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 96 percent / NaHCO3 / CH2Cl2 / 4 h / 20 °C 2: 61.5 percent / N,N-dimethylacetamide; aluminium trichloride / 2 h / 150 - 160 °C View Scheme | |
| Multi-step reaction with 2 steps 1: 95 percent / aq. K2CO3 / acetone / 1 h / 0 °C 2: 4 percent / AlCl3 / chlorobenzene / 6 h / 120 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sodium carbonate / toluene / 2 h / 40 - 65 °C 2: aluminum (III) chloride / N,N-dimethyl acetamide / 140 - 150 °C View Scheme | |
| Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / 0 - 20 °C 2: aluminum (III) chloride; N,N-dimethyl acetamide / 4 h / 140 °C View Scheme | |
| Multi-step reaction with 2 steps 1: sodium hydrogencarbonate / toluene / 2 h / 50 °C 2: aluminum (III) chloride / N,N-dimethyl acetamide / 2 h / 0 - 150 °C View Scheme |
- 103986-96-5
methyl (E)-3-(4′-methoxy-2′-nitrophenyl)acrylate
- 22246-18-0
7-hydroxy-3,4-dihydro-2-(1H)-quinolinone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: Raney nickel; ethanol / Hydrogenation 2: aqueous hydrobromic acid View Scheme |
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Chemistry
Molecular Structure of 3,4-Dihydro-7-hydroxy-2(1H)-quinolinone (CAS NO.22246-18-0):
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IUPAC Name: 7-hydroxy-3,4-dihydro-1H-quinolin-2-one
Molecular formula: C9H9NO2
Molar weight: 163.17
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 29.54 Å2
Index of Refraction: 1.604
Molar Refractivity: 43.78 cm3
Molar Volume: 127.2 cm3
Surface Tension: 51.7 dyne/cm
Density: 1.282 g/cm3
Flash Point: 198 °C
Enthalpy of Vaporization: 68.06 kJ/mol
Boiling Point: 403.7 °C at 760 mmHg
Vapour Pressure: 4.28E-07 mmHg at 25°C
Melting point: 233-237 °C
Appearance: Pale Yellow Powder
Product Categories: Quinolines, Quinazolines and derivatives; Quinoline derivatives; Intermediatesofaripiprazole; Aromatics Compounds; Intermediates of Aripiprazole; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals
SMILES: O=C2Nc1cc(O)ccc1CC2
InChI: InChI=1/C9H9NO2/c11-7-3-1-6-2-4-9(12)10-8(6)5-7/h1,3,5,11H,2,4H2,(H,10,12)
Safety Profile
Hazard Codes: 
Xn,
Xi
The Risk Statements information:
22: Harmful if swallowed
43: May cause sensitization by skin contact
The Safety Statements information:
36/37: Wear suitable protective clothing and gloves
Specification
3,4-Dihydro-7-hydroxy-2(1H)-quinolinone , with CAS number of 22246-18-0, can be called 3,4-Dihydrogen-7-Hydroxy-2(1H)-Quinolinone ; 7-Hydroxy-3,4-dihydro-2(1H)Quinolineone ; 2(1H)-Quindinone,3,4-dohydro-7Hydroxy ; 7-(4-bromo-butoxy)-3,4-dihydro-1H-quinolin-2-one ; 7-Hydroxy-1,2,3,4-tetrahydro-2-quinolinone ; 7-Hydroxy-1,2,3,4-tetrahydroquinoline ; 3,4-dihydro-7-hydroxy quinolin-2(1H)-one . It is a pale yellow powder.