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CAS No.: | 2224-77-3 |
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Name: | 1-(4-CHLOROPHENYL)-3-OXOISOINDOLINE |
Article Data: | 9 |
Molecular Structure: | |
Formula: | C14H10ClNO |
Molecular Weight: | 243.692 |
Synonyms: |
3-(4-chloro-phenyl)-2,3-dihydro-isoindol-1-one;3-(4-Chlor-phenyl)-phthalimidin;3-(4-Chlorphenyl)-isoindolin-1-on;3-(4-Chlor-phenyl)-imidazolidin-2,4-dion;2,4-Imidazolidinedione,3-(4-chlorophenyl);3-(4'-chlorophenyl)-1-isoindolinone;3-(4-chloro-phenyl)-imidazolidine-2,4-dione;3- |
PSA: | 32.59000 |
LogP: | 3.18320 |
Conditions | Yield |
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With acetic acid; zinc at 70 - 75℃; | 91% |
With acetic acid; zinc for 4h; Heating; | 65% |
Conditions | Yield |
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With [2,2]bipyridinyl; caesium carbonate; copper dichloride In water; 1,2-dichloro-ethane; toluene at 50℃; Inert atmosphere; | 73% |
Conditions | Yield |
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With aluminium trichloride for 24h; Ambient temperature; | 60% |
Conditions | Yield |
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With formic acid; formamide at 140 - 150℃; for 6h; | 60% |
Multi-step reaction with 2 steps 1: sodium hydroxide; hydroxylamine hydrochloride / methanol / 25 - 65 °C 2: zinc; acetic acid / 70 - 75 °C View Scheme |
chlorthalidon
A
3-(4'-chlorophenyl)-1-isoindolinone
B
2-[(hydroxyamino)carbonyl]benzoic acid
C
3-phenyl-2,3-dihydro-isoindol-1-one
Conditions | Yield |
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With oxygen In methanol at 20℃; for 72h; Product distribution; Quantum yield; Further Variations:; Reagents; sensitizers and scavengers; Decomposition; photolysis; UV-irradiation; | A 46% B 12% C 42% |
phthalimide
3-(4'-chlorophenyl)-1-isoindolinone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: 71 percent / aq. ammonium chloride, magnesium / methanol / 4 h / Heating 2: 90 percent / thionyl chloride / CHCl3 / 30 h / Ambient temperature 3: 60 percent / AlCl3 / 24 h / Ambient temperature View Scheme |
3-hydroxy-2,3-dihydro-isoindol-1-one
3-(4'-chlorophenyl)-1-isoindolinone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 90 percent / thionyl chloride / CHCl3 / 30 h / Ambient temperature 2: 60 percent / AlCl3 / 24 h / Ambient temperature View Scheme |
3-(4'-chlorophenyl)-1-isoindolinone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: hydrogenchloride / hexane; 1,4-dioxane / 0.17 h / 20 °C 2: copper dichloride; caesium carbonate; [2,2]bipyridinyl / toluene; 1,2-dichloro-ethane; water / 50 °C / Inert atmosphere View Scheme |
3-(4'-chlorophenyl)-1-isoindolinone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: tricyclohexylphosphine tetrafluoroborate; copper(ll) sulfate pentahydrate; benzylamine / toluene; water / 0.5 h 2: hydrogenchloride / hexane; 1,4-dioxane / 0.17 h / 20 °C 3: copper dichloride; caesium carbonate; [2,2]bipyridinyl / toluene; 1,2-dichloro-ethane; water / 50 °C / Inert atmosphere View Scheme |
3-(4'-chlorophenyl)-1-isoindolinone
methyl trifluoromethanesulfonate
3-Methoxy-1-(4-chlorophenyl)-1H-isoindolium-trifluoromethansulfonat
Conditions | Yield |
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In dichloromethane for 72h; Ambient temperature; | 87% |
In dichloromethane a) reflux, 30 min, b) room temperature, 48 h; | 87% |