1-azido-2-(4'-nitrophenyl)ethane
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Stage #1: 1-azido-2-(4'-nitrophenyl)ethane With 1,3-diphenyl-disiloxane; triphenylphosphine at 20℃; for 24h; Staudinger Azide Reduction; Stage #2: With water Stage #3: With hydrogenchloride In 1,4-dioxane chemoselective reaction; | 99% |
Stage #1: 1-azido-2-(4'-nitrophenyl)ethane With triphenylphosphine at 110℃; for 20h; Staudinger Azide Reduction; Green chemistry; Stage #2: With hydrogenchloride In 1,4-dioxane; diethyl ether Reagent/catalyst; Solvent; Green chemistry; | 91% |
N-<2-(4-nitrophenyl)ethyl>acetamide
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water for 20h; pH=1; Reflux; Large scale; | 84.7% |
C11H14N2O3
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water for 15h; pH=3; Solvent; pH-value; Reflux; Large scale; | 82.4% |
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water for 5h; pH=1; Reflux; Large scale; | 81.2% |
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In propan-1-ol at 190℃; for 0.0833333h; Microwave irradiation; Green chemistry; | 74% |
2-phenylethylamine hydrochloride
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With nitric acid |
phenethylamine
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; sulfuric acid; nitric acid 2) ether; Multistep reaction; |
4-nitro-3-phenyl-L-alanine
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: propan-1-ol / 20 - 190 °C / Green chemistry 2: hydrogenchloride / propan-1-ol / 0.08 h / 190 °C / Microwave irradiation; Green chemistry View Scheme |
2-(4-nitrophenyl)ethanol
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 5.5 h / -30 - 20 °C / Inert atmosphere 2.1: sodium azide / N,N-dimethyl-formamide / 20 h / 23 °C 3.1: triphenylphosphine / 20 h / 110 °C / Green chemistry 3.2: Green chemistry View Scheme |
<(p-Nitrophenyl)ethyl>-β-sulfonic ester
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium azide / N,N-dimethyl-formamide / 20 h / 23 °C 2.1: triphenylphosphine / 20 h / 110 °C / Green chemistry 2.2: Green chemistry View Scheme |
2-(4-nitrophenyl)ethylamine monohydrochloride
trifluoroacetic anhydride
2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 1h; | 100% |
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With triethylamine In dichloromethane at 0℃; Stage #2: trifluoroacetic anhydride In dichloromethane Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 20℃; for 2h; | 90% |
di-tert-butyl dicarbonate
2-(4-nitrophenyl)ethylamine monohydrochloride
(tert-butoxy)-N-[2-(4-nitrophenyl)-ethyl]-carboxamide
Conditions | Yield |
---|---|
With triethylamine In ethyl acetate at 20℃; Inert atmosphere; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; | 99% |
With sodium hydrogencarbonate In 1,4-dioxane; water at 0 - 20℃; for 16.25h; | |
With hydrogenchloride; triethylamine In chloroform |
2-(4-nitrophenyl)ethylamine monohydrochloride
1-bromomethyl-4-nitro-benzene
Conditions | Yield |
---|---|
With sodium carbonate In water; N,N-dimethyl-formamide at 20 - 40℃; for 25h; Reagent/catalyst; | 99% |
2-(4-nitrophenyl)ethylamine monohydrochloride
benzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With sodium hydroxide In ethanol; water at 20℃; for 0.5h; Stage #2: benzaldehyde In ethanol at 80℃; for 16h; Inert atmosphere; Stage #3: With sodium tetrahydroborate at 20℃; for 1.5h; | 99% |
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With sodium hydroxide In water; ethyl acetate at 25℃; for 1h; Stage #2: benzaldehyde In ethanol for 16h; Inert atmosphere; Reflux; Stage #3: With sodium tetrahydroborate In ethanol at 0 - 25℃; for 2h; | 97% |
tert-butyldicarbonate
2-(4-nitrophenyl)ethylamine monohydrochloride
(tert-butoxy)-N-[2-(4-nitrophenyl)-ethyl]-carboxamide
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 20℃; | 96% |
bis-(p-nitrophenyl) carbonate
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; | 96% |
With triethylamine In N,N-dimethyl-formamide at 58 - 62℃; for 2h; Reagent/catalyst; Solvent; | 86% |
2-(4-nitrophenyl)ethylamine monohydrochloride
acrylic acid methyl ester
Conditions | Yield |
---|---|
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With sodium hydroxide In dichloromethane; water Stage #2: acrylic acid methyl ester In methanol for 16h; Reflux; | 96% |
pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)tetrahydrothiazole-4-carboxylate
2-(4-nitrophenyl)ethylamine monohydrochloride
R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 2h; | 95% |
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 23℃; for 16h; Inert atmosphere; | 95% |
2-(4-nitrophenyl)ethylamine monohydrochloride
L-(-)-N-(tert-butyloxycarbonyl)-2,2-dimethylthiazolidinecarboxylic acid pentafluorophenyl ester
R-2,2-dimethyl-3-(1,1-dimethylethoxycarbonyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 2h; | 93% |
phosgene
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With 1,2-dichloro-benzene at 120℃; | 92% |
4-oxo-4-{{2-[(propylamino)carbonyl]phenyl}amino}butanoic acid
2-(4-nitrophenyl)ethylamine monohydrochloride
N1-[2-(4-nitrophenyl)ethyl]-N4-{2-[(propylamino)carbonyl]phenyl}butanediamide
Conditions | Yield |
---|---|
With 4-methyl-morpholine; O-<[cyano(ethoxycarbonyl)methylene]amino>-1,1,3,3-tetramethyluronium tetrafluoroborate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h; | 91% |
2-(4-nitrophenyl)ethylamine monohydrochloride
(R)-3-chloromandelic acid
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 91% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 91% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 91% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 91% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; Inert atmosphere; | 90% |
With benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; diisopropyl-carbodiimide In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere; | 90% |
4-nitrophenyl N-(4-nitrobenzyl)carbamate
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere; | 90% |
2,4-dichloropyrido[2,3-d]pyrimidine
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol at 21℃; for 5h; | 89% |
4-chloro-5,6-diphenylfuro[2,3-d]pyrimidine
2-(4-nitrophenyl)ethylamine monohydrochloride
N-[2-(4-nitrophenyl)ethyl]-5,6-diphenylfuro[2,3-d]pyrimidin-4-amine
Conditions | Yield |
---|---|
With triethylamine In ethanol at 80℃; for 8h; Inert atmosphere; | 88% |
(R)-Mandelic Acid
2-(4-nitrophenyl)ethylamine monohydrochloride
(2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; | 86% |
Stage #1: (R)-Mandelic Acid With Trimethyl borate In acetonitrile at 28 - 58℃; for 1.5h; Stage #2: 2-(4-nitrophenyl)ethylamine monohydrochloride With N-ethyl-N,N-diisopropylamine In acetonitrile at 58℃; for 12h; Reflux; | 84.3% |
With Trimethyl borate; N-ethyl-N,N-diisopropylamine In acetonitrile for 8h; Reflux; | 82% |
N-(Benzyloxycarbonyloxy)succinimide
2-(4-nitrophenyl)ethylamine monohydrochloride
N-benzyloxycarbonyl-4-nitrophenethylamine
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 17h; Acylation; | 82% |
2,3-dihydro-1,4-benzodioxin-6-carboxylic acid
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Stage #1: 2,3-dihydro-1,4-benzodioxin-6-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 1h; Stage #2: 2-(4-nitrophenyl)ethylamine monohydrochloride With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; | 81% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide |
2-(4-nitrophenyl)ethylamine monohydrochloride
2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide
Conditions | Yield |
---|---|
With triethylamine; trifluoroacetic anhydride In methanol; water | 80% |
With triethylamine; trifluoroacetic anhydride In methanol; water | 80% |
4,5,6,7-tetrafluoroisobenzofuran-1,3-dione
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
With acetic acid Reflux; | 80% |
(R)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With sodium hydroxide Stage #2: (R)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline In ethanol at 130℃; for 0.5h; Microwave irradiation; | 78% |
(S)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline
2-(4-nitrophenyl)ethylamine monohydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(4-nitrophenyl)ethylamine monohydrochloride With sodium hydroxide Stage #2: (S)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline In ethanol at 130℃; for 0.5h; Microwave irradiation; | 78% |
2-(4-nitrophenyl)ethylamine monohydrochloride
4-chloro-6-fluoro-quinazoline
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol at 0 - 100℃; for 15h; | 78% |
2-(4-nitrophenyl)ethylamine monohydrochloride
1-phenyl-2-bromoethane
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 40℃; for 2h; | 77% |
The Benzeneethanamine,4-nitro-, hydrochloride (1:1), with the CAS registry number 29968-78-3, is also known as 4-Nitrophenethylamine HCl. It belongs to the product categories of Benzene Derivatives; Anilines, Aromatic Amines and Nitro Compounds; Pharmacetical; API Intermediates; Nitro / Nitriles. Its EINECS registry number is 249-980-3. This chemical's molecular formula is C8H11ClN2O2 and molecular weight is 202.63814. Its IUPAC name is called 2-(4-nitrophenyl)ethanamine hydrochloride. This chemical is used for pharmaceutical intermediates.
Physical properties of Benzeneethanamine,4-nitro-, hydrochloride (1:1): (1)ACD/LogP: 1.19; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1.64; (6)#H bond acceptors: 4; (7)#H bond donors: 2; (8)#Freely Rotating Bonds: 4; (9)Flash Point: 139.6 °C; (10)Enthalpy of Vaporization: 54.78 kJ/mol; (11)Boiling Point: 307.2 °C at 760 mmHg; (12)Vapour Pressure: 0.000737 mmHg at 25°C.
Uses of Benzeneethanamine,4-nitro-, hydrochloride (1:1): it can be used to produce N-[2-(4-nitrophenyl)ethyl]-4-chlorobutylamide at ambient temperature. This reaction will need reagent Et3N and solvent tetrahydrofuran with reaction time of 48 hours. The yield is about 52%.
When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=CC=C1CCN)[N+](=O)[O-].Cl
(2)InChI: InChI=1S/C8H10N2O2.ClH/c9-6-5-7-1-3-8(4-2-7)10(11)12;/h1-4H,5-6,9H2;1H
(3)InChIKey: JVMHULJEYUQYSH-UHFFFAOYSA-N
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