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Basic Information
| CAS No.: | 878671-94-4 |
|---|---|
| Name: | 1-Naphthalenamine, 4-cyclopropyl- |
| Article Data: | 19 |
| Molecular Structure: | |
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|
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| Formula: | C13H13 N |
| Molecular Weight: | 183.253 |
| Synonyms: | 1-Naphthalenamine, 4-cyclopropyl- |
| Density: | 1.191 |
| Boiling Point: | 361.6°C at 760 mmHg |
| Flash Point: | 190.3°C |
| PSA: | 26.02000 |
| LogP: | 3.88060 |
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Synthetic route
- 878671-93-3
1-cyclopropyl-4-nitronaphthalene
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| 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% |
- 2298-07-9
4-Bromo-1-naphthylamine
- 411235-57-9
cyclopropylboronic acid
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| 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% |
- 127971-24-8
1-bromo-4-cyclopropylnaphthalene
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| 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% |
- 25033-19-6
1-cyclopropyl-naphthalene
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| 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 |
- 90-11-9
1-Bromonaphthalene
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| 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 |
- 134-32-7
1-amino-naphthalene
- 411235-57-9
cyclopropylboronic acid
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
Conditions
| Conditions | Yield |
|---|---|
| With tetrakis(triphenylphosphine) palladium(0); phosphoric acid In water; toluene at 100℃; for 12h; Inert atmosphere; |
Conditions
| Conditions | Yield |
|---|---|
| With potassium carbonate In tetrahydrofuran at -10℃; for 1h; Temperature; Inert atmosphere; | 98.5% |
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
- 6160-65-2
1,1'-Thiocarbonyldiimidazole
- 878671-95-5
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions
| Conditions | Yield |
|---|---|
| In dichloromethane at 20℃; for 12h; | 96.2% |
| In dichloromethane at 20℃; for 1h; | 80% |
| In dichloromethane at 20℃; |
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
- 146336-72-3
2-nitro-3-(trifluoromethylsulfonyloxy)pyridine
Conditions
| 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% |
- 75-15-0
carbon disulfide
- 878671-94-4
1-amino-4-cyclopropylnaphthalene
- 878671-95-5
(1-cyclopropylnaphthalen-4-yl)isothiocyanate
Conditions
| 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% |
