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inquiryProduct Name: 1-Naphthalenamine, 4-cyclopropyl- Synonyms: 1-Naphthalenamine, 4-cyclopropyl-;4-Cyclopropyl-1-Naphthalenamine;4-Cyclopropylnaphthalen-1-aMine;4-Cyclopropyl-1-naphthalenaMine oxalate;1-phthalemine, 4-cyclopropyl-;1-amino-4-cycloprop
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1-cyclopropyl-4-nitronaphthalene
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Stage #1: 1-cyclopropyl-4-nitronaphthalene With iron hydroxide oxide In water at 80℃; for 0.5h; Stage #2: With hydrazine In water for 2h; Solvent; Temperature; Reagent/catalyst; Time; | 96% |
With ammonium chloride; zinc In tetrahydrofuran; water for 10h; Reflux; | 89.1% |
With ammonium chloride; zinc In tetrahydrofuran; water Reagent/catalyst; Reflux; | 87% |
4-Bromo-1-naphthylamine
cyclopropylboronic acid
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 90℃; for 6h; Suzuki Coupling; Inert atmosphere; | 95.3% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane; water at 90℃; for 6h; Inert atmosphere; | 95.3% |
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In water; toluene at 100℃; for 12h; Inert atmosphere; | 83.6% |
1-bromo-4-cyclopropylnaphthalene
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
With copper(I) oxide; ammonium hydroxide In N,N-dimethyl-formamide at 100℃; for 28h; Solvent; Reagent/catalyst; Temperature; Autoclave; Green chemistry; | 80% |
1-cyclopropyl-naphthalene
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium nitrite / 2.5 h / 0 °C 2: hydrogen / palladium 10% on activated carbon / ethanol View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid / 0 - 20 °C 2: palladium on activated charcoal; hydrogen View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid / water; dichloromethane 2: palladium on activated charcoal; hydrogen; oxalic acid / ethanol View Scheme | |
Multi-step reaction with 2 steps 1: nitric acid 2: iron perchlorate hexahydrate; hydrazine hydrate / ethanol / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: acetic acid; nitric acid / 7 h / 20 °C / Cooling with ice 2: zinc; ammonium chloride / tetrahydrofuran; water / 10 h / Reflux View Scheme |
1-Bromonaphthalene
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 0 - 20 °C 2: sodium nitrite / 2.5 h / 0 °C 3: hydrogen / palladium 10% on activated carbon / ethanol View Scheme | |
Multi-step reaction with 3 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 0 - 5 °C 2: nitric acid / 0 - 20 °C 3: palladium on activated charcoal; hydrogen View Scheme | |
Multi-step reaction with 3 steps 1.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / Cooling with ice 1.2: 44 h / 20 °C / Reflux; Inert atmosphere 2.1: acetic acid; nitric acid / 7 h / 20 °C / Cooling with ice 3.1: zinc; ammonium chloride / tetrahydrofuran; water / 10 h / Reflux View Scheme |
1-amino-naphthalene
cyclopropylboronic acid
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); phosphoric acid In water; toluene at 100℃; for 12h; Inert atmosphere; |
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at -10℃; for 1h; Temperature; Inert atmosphere; | 98.5% |
1-amino-4-cyclopropylnaphthalene
1,1'-Thiocarbonyldiimidazole
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 12h; | 96.2% |
In dichloromethane at 20℃; for 1h; | 80% |
In dichloromethane at 20℃; |
1-amino-4-cyclopropylnaphthalene
2-nitro-3-(trifluoromethylsulfonyloxy)pyridine
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In toluene at 90℃; for 36h; Inert atmosphere; | 95.3% |
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate In toluene at 90℃; for 36h; Inert atmosphere; | 33.3% |
carbon disulfide
1-amino-4-cyclopropylnaphthalene
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; 1-amino-4-cyclopropylnaphthalene With potassium carbonate In water; N,N-dimethyl-formamide at 15℃; for 3.5h; Stage #2: With 1,3,5-trichloro-2,4,6-triazine In dichloromethane; water; N,N-dimethyl-formamide at 0℃; for 1h; Stage #3: With water; sodium hydroxide In dichloromethane; N,N-dimethyl-formamide for 2h; | 94% |
Stage #1: 1-amino-4-cyclopropylnaphthalene With 1,4-diaza-bicyclo[2.2.2]octane In toluene at 20℃; Stage #2: carbon disulfide In toluene at 20℃; for 7.5h; Stage #3: With p-toluenesulfonyl chloride In toluene at 0℃; for 3h; Reflux; | 86.3% |
1-amino-4-cyclopropylnaphthalene
thiophosgene
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.0833333h; | 86% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.0833333h; | 86% |
Stage #1: 1-amino-4-cyclopropylnaphthalene; thiophosgene With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.0833333h; Stage #2: With hydrogenchloride In dichloromethane; water | 86% |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
With acetic acid In acetonitrile at 120℃; Inert atmosphere; | 81% |
1-amino-4-cyclopropylnaphthalene
4-Pentenoic acid hydrazide
Conditions | Yield |
---|---|
Stage #1: 4-Pentenoic acid hydrazide With N,N-dimethyl-formamide dimethyl acetal In acetonitrile at 50℃; for 2h; Stage #2: 1-amino-4-cyclopropylnaphthalene With acetic acid for 12h; Reflux; | 78% |
1-amino-4-cyclopropylnaphthalene
diazodimedone
Conditions | Yield |
---|---|
With {Ir(η5-C5Me5)(CH3CN)3}{SbF6}2; acetic acid In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube; regioselective reaction; | 78% |
1-amino-4-cyclopropylnaphthalene
diformylhydrazine
Conditions | Yield |
---|---|
With pyridine; chloro-trimethyl-silane In toluene at 20℃; for 2h; Solvent; Reagent/catalyst; Temperature; Reflux; | 78% |
With pyridine; chloro-trimethyl-silane at 20℃; for 2h; Reflux; | 70% |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
With N-chloro-succinimide; acetic acid at 20℃; for 16h; | 64.47% |
With N-chloro-succinimide; acetic acid at 20℃; for 16h; | 64.47% |
1-amino-4-cyclopropylnaphthalene
3-chloro-2-nitropyridine
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 20 - 90℃; for 12.25h; Inert atmosphere; | 60.6% |
With palladium acetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 90℃; for 12h; Buchwald-Hartwig Coupling; Inert atmosphere; | 60.6% |
1-amino-4-cyclopropylnaphthalene
5-amino-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazole-3-thiol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C 2.2: 60 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 12 h / 20 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 50 °C View Scheme | |
Multi-step reaction with 2 steps 1: dichloromethane / 20 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 h View Scheme |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C 2.2: 60 h / 50 °C 3.1: potassium carbonate / 24.08 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide 3: sodium hydroxide / N,N-dimethyl-formamide; water / Heating 4: N,N-dimethyl-formamide / 14 - 22 °C View Scheme | |
Multi-step reaction with 5 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide 4: sodium hydroxide / N,N-dimethyl-formamide; water / Heating 5: N,N-dimethyl-formamide / 14 - 22 °C View Scheme | |
Multi-step reaction with 3 steps 1: dichloromethane / 12 h / 20 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 12 h / 50 °C 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 50 °C View Scheme | |
Multi-step reaction with 3 steps 1: dichloromethane / 20 °C 2: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 50 h 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C View Scheme |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C 2.2: 60 h / 50 °C 3.1: potassium carbonate / 24.08 h / 20 °C 4.1: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; Bromoform; dichloro-acetic acid / 3 h / 20 °C 5.1: water; lithium hydroxide / ethanol; tetrahydrofuran / 0.83 h / 0 °C 5.2: 0 °C / pH 7 View Scheme | |
Multi-step reaction with 6 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C 3: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 4: sodium carbonate / N,N-dimethyl-formamide / 27 - 35 °C / Large scale 5: N-Bromosuccinimide / tetrahydrofuran / 27 - 32 °C / Large scale 6: sodium hydroxide; water / toluene / 18 - 25 °C View Scheme | |
Multi-step reaction with 6 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide 3: sodium hydroxide / N,N-dimethyl-formamide; water / Heating 4: N,N-dimethyl-formamide / 14 - 22 °C 5: copper(ll) bromide; potassium nitrite / acetonitrile / 14 - 20 °C 6: sodium hydroxide; water / toluene / 18 - 25 °C View Scheme |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C 2.2: 60 h / 50 °C 3.1: potassium carbonate / 24.08 h / 20 °C 4.1: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; Bromoform; dichloro-acetic acid / 3 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C 3: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 4: sodium carbonate / N,N-dimethyl-formamide / 27 - 35 °C / Large scale 5: N-Bromosuccinimide / tetrahydrofuran / 27 - 32 °C / Large scale View Scheme | |
Multi-step reaction with 5 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide 3: sodium hydroxide / N,N-dimethyl-formamide; water / Heating 4: N,N-dimethyl-formamide / 14 - 22 °C 5: copper(ll) bromide; potassium nitrite / acetonitrile / 14 - 20 °C View Scheme |
1-amino-4-cyclopropylnaphthalene
2-((5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-yl)thio)acetic acid sodium salt
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / 0 °C 2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 15 h / 50 °C 2.2: 60 h / 50 °C 3.1: potassium carbonate / 24.08 h / 20 °C 4.1: sodium nitrite; N-benzyl-N,N,N-triethylammonium chloride; Bromoform; dichloro-acetic acid / 3 h / 20 °C 5.1: water; lithium hydroxide / ethanol; tetrahydrofuran / 0.83 h / 0 °C 5.2: 0 °C / pH 7 6.1: sodium hydroxide / ethanol; water / 0.25 h / 10 °C View Scheme | |
Multi-step reaction with 6 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C 3: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 4: sodium carbonate / N,N-dimethyl-formamide / 27 - 35 °C / Large scale 5: N-Bromosuccinimide / tetrahydrofuran / 27 - 32 °C / Large scale 6: sodium hydroxide / toluene; water / 18 - 25 °C / Large scale View Scheme | |
Multi-step reaction with 6 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide 3: sodium hydroxide / N,N-dimethyl-formamide; water / Heating 4: N,N-dimethyl-formamide / 14 - 22 °C 5: copper(ll) bromide; potassium nitrite / acetonitrile / 14 - 20 °C 6: sodium hydroxide / toluene; water / 18 - 25 °C / Large scale View Scheme |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C 3: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 4: N,N-dimethyl-formamide 5: N-Bromosuccinimide / tetrahydrofuran View Scheme | |
Multi-step reaction with 6 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide / 50 - 55 °C 4: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 5: N,N-dimethyl-formamide 6: N-Bromosuccinimide / tetrahydrofuran View Scheme |
1-amino-4-cyclopropylnaphthalene
3-amino-4-(4-cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide 3: sodium hydroxide / N,N-dimethyl-formamide; water / Heating View Scheme | |
Multi-step reaction with 4 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide 4: sodium hydroxide / N,N-dimethyl-formamide; water / Heating View Scheme |
1-amino-4-cyclopropylnaphthalene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C 3: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 4: N,N-dimethyl-formamide View Scheme | |
Multi-step reaction with 5 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide / 50 - 55 °C 4: potassium hydrogencarbonate / N,N-dimethyl-formamide; water / 90 - 140 °C 5: N,N-dimethyl-formamide View Scheme |
1-amino-4-cyclopropylnaphthalene
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: toluene; water 2: potassium hydroxide View Scheme |
1-amino-4-cyclopropylnaphthalene
C15H17N5S*ClH
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide View Scheme | |
Multi-step reaction with 3 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide View Scheme |
1-amino-4-cyclopropylnaphthalene
N-(4-cyclopropylnaphthalen-1-yl)-2-formylhydrazine-1-thiocarboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: water; 5,5-dimethyl-1,3-cyclohexadiene / 90 - 140 °C 2: N,N-dimethyl-formamide / 50 - 55 °C View Scheme | |
Multi-step reaction with 3 steps 1: toluene; water 2: potassium hydroxide 3: N,N-dimethyl-formamide / 50 - 55 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium carbonate / water; N,N-dimethyl-formamide / 3.5 h / 15 °C 1.2: 1 h / 0 °C 1.3: 2 h 2.1: ethyl acetate / 2 h / 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: ethyl acetate 2: ethanol View Scheme |
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