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Cas Database |
| Name |
3-(4-Chlorobutyl)indole-5-carbonitrile |
EINECS | N/A |
| CAS No. | 143612-79-7 | Density | 1.22 |
| PSA | 62.30000 | LogP | 4.26330 |
| Solubility | N/A | Melting Point |
99-100℃ |
| Formula | C13H13 Cl N2 | Boiling Point | 448.1±35.0 °C(Predicted) |
| Molecular Weight | 232.713 | Flash Point | N/A |
| Transport Information | N/A | Appearance | N/A |
| Safety | Risk Codes | N/A | |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
3-(4-Chlorobutyl)indole-5-carbonitrile;3-(4-chlorobutyl)-1H-indole-5-carbonitrile |
Article Data | 26 |
3-(4-Chlorobutyl)indole-5-carbonitrile Synthetic route
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In methanol at 50 - 55℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave; | 95.5% |
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With palladium 10% on activated carbon; hydrogen In methanol at 50 - 55℃; under 1500.15 - 2250.23 Torr; for 5h; Reagent/catalyst; Autoclave; | 92.1% |
- 2252-32-6
4-cyanophenyldiazonium tetrafluoroborate
- 135579-83-8
6-chlorohexylzinc bromide
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With formic acid In toluene at -44 - 120℃; under 228.015 Torr; for 1.33333h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere; | 89% |
- 6940-78-9
4-chlorobutyl bromide
- 15861-24-2
1H-indole-5-carbonitrile
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With zinc(II) chloride In dichloromethane at -10 - 5℃; for 2h; Temperature; | 88% |
- 4637-24-5
N,N-dimethyl-formamide dimethyl acetal
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1-(2-nitro-5-cyano)phenyl-5-chloro-n-pentane; N,N-dimethyl-formamide dimethyl acetal With copper(l) chloride In N,N-dimethyl-formamide at 95 - 100℃; for 5h; Stage #2: With palladium 10% on activated carbon; hydrogen In methanol; N,N-dimethyl-formamide at 50 - 55℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave; | 87.7% |
- 276863-95-7
3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With chloro-trimethyl-silane; sodium cyanoborohydride In acetonitrile at 0 - 30℃; | 87.2% |
| Stage #1: 3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile With aluminum (III) chloride In tetrahydrofuran for 0.5h; Cooling with ice; Stage #2: With sodium tetrahydroborate In tetrahydrofuran Reagent/catalyst; | 80% |
| With iron(III) chloride; borane-THF; hydrogen In tetrahydrofuran at 20℃; Reagent/catalyst; Temperature; Inert atmosphere; Flow reactor; | 71% |
- 149-73-5
trimethyl orthoformate
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 1-(2-nitro-5-cyano)phenyl-5-chloro-n-pentane; trimethyl orthoformate With zinc(II) chloride In N,N-dimethyl-formamide at 100 - 105℃; for 5h; Stage #2: With palladium 10% on activated carbon; hydrogen In methanol; N,N-dimethyl-formamide at 50 - 55℃; under 1500.15 - 2250.23 Torr; for 5h; Autoclave; | 86.9% |
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With phosphoric acid In water; toluene for 3h; Solvent; Time; Fischer Indole Synthesis; Reflux; | 74% |
| With polyphosphoric acid In acetonitrile for 1h; Reflux; | 60% |
- 1398358-69-4
1-p-toluenesulfonyl-3-(4-chlorobutyl)-5-cyanoindole
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydride In N,N-dimethyl acetamide at 60℃; for 5h; Inert atmosphere; | 65% |
- 15861-24-2
1H-indole-5-carbonitrile
- 143612-79-7
3-(4-chlorobutyl)-5-cyanoindole
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 73 percent / isobutyl-AlCl2 / CH2Cl2 / 15 - 30 °C 2: 26 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 2 h View Scheme | |
| Multi-step reaction with 2 steps 1: isobutylaluminum dichloride / dichloromethane 2: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran View Scheme | |
| Multi-step reaction with 2 steps 1.1: titanium tetrachloride / dichloromethane / 0.75 h / 0 - 5 °C / Inert atmosphere 1.2: 5 h / 20 °C / Inert atmosphere 2.1: boron trifluoride diethyl etherate; sodium tetrahydroborate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 2 steps 1: aluminum (III) chloride / 1,2-dichloro-ethane 2: sodium tetrahydroborate; boron trifluoride diethyl etherate View Scheme | |
| Multi-step reaction with 2 steps 1.1: titanium tetrachloride / dichloromethane / 0.75 h / 0 - 5 °C / Inert atmosphere 1.2: 5 h / 20 °C 2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere View Scheme |
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3-(4-Chlorbutyl)-1H-indol-5-carbonitril
