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29968-78-3

Basic Information
CAS No.: 29968-78-3
Name: Benzeneethanamine,4-nitro-, hydrochloride (1:1)
Molecular Structure:
Molecular Structure of 29968-78-3 (Benzeneethanamine,4-nitro-, hydrochloride (1:1))
Formula: C8H11ClN2O2
Molecular Weight: 202.64
Synonyms: Benzeneethanamine,4-nitro-, monohydrochloride (9CI);Phenethylamine, p-nitro-, monohydrochloride(8CI);4-Nitrobenzeneethanaminemonohydrochloride;p-Nitrophenethylaminehydrochloride;b-(p-Nitrophenyl)ethylaminehydrochloride;
EINECS: 249-980-3
Density: 1.206 g/cm3
Melting Point: 200 °C (dec.)(lit.)
Boiling Point: 307.2 °C at 760 mmHg
Flash Point: 139.6 °C
Solubility:
Appearance: light yellow crystal
Hazard Symbols: HarmfulXn
Risk Codes: 36/37/38-40
Safety: 22-24/25-36-26
Transport Information:
PSA: 71.84000
LogP: 3.12150
Synthetic route
70079-91-3

1-azido-2-(4'-nitrophenyl)ethane

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
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%
6270-07-1

N-<2-(4-nitrophenyl)ethyl>acetamide

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water for 20h; pH=1; Reflux; Large scale;84.7%
250266-58-1

C11H14N2O3

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 15h; pH=3; Solvent; pH-value; Reflux; Large scale;82.4%

C13H18N2O3

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 5h; pH=1; Reflux; Large scale;81.2%

C18H22N2O2

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In propan-1-ol at 190℃; for 0.0833333h; Microwave irradiation; Green chemistry;74%
156-28-5

2-phenylethylamine hydrochloride

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With nitric acid
64-04-0

phenethylamine

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sulfuric acid; nitric acid 2) ether; Multistep reaction;
949-99-5

4-nitro-3-phenyl-L-alanine

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
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
100-27-6

2-(4-nitrophenyl)ethanol

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
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
20020-28-4

<(p-Nitrophenyl)ethyl>-β-sulfonic ester

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
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
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

407-25-0

trifluoroacetic anhydride

24954-63-0

2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide

Conditions
ConditionsYield
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%
24424-99-5

di-tert-butyl dicarbonate

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

144226-16-4

(tert-butoxy)-N-[2-(4-nitrophenyl)-ethyl]-carboxamide

Conditions
ConditionsYield
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
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

100-11-8

1-bromomethyl-4-nitro-benzene

N-(2-(4-nitrophenyl)ethyl)-N-(4-nitrobenzyl)amine

Conditions
ConditionsYield
With sodium carbonate In water; N,N-dimethyl-formamide at 20 - 40℃; for 25h; Reagent/catalyst;99%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

100-52-7

benzaldehyde

N-benzyl-2-(4-nitrophenyl)ethan-1-amine hydrochloride

Conditions
ConditionsYield
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%
34619-03-9

tert-butyldicarbonate

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

144226-16-4

(tert-butoxy)-N-[2-(4-nitrophenyl)-ethyl]-carboxamide

Conditions
ConditionsYield
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 20℃;96%
5070-13-3

bis-(p-nitrophenyl) carbonate

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

1,3-bis(4-nitrophenylethyl)urea

Conditions
ConditionsYield
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%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

292638-85-8

acrylic acid methyl ester

dimethyl 3,3'-((4-nitrophenethyl)azanediyl)dipropionate

Conditions
ConditionsYield
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%
917253-02-2

pentafluorophenyl R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)tetrahydrothiazole-4-carboxylate

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

917253-06-6

R-2,2-dimethyl-3-(N-(1,1-dimethylethoxycarbonyl)-L-phenylalanyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;95%

racemic trans-1-(tert-butoxycarbonyl)pyrrolidine-3,4-dicarboxylic acid

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

tert-butyl trans-3,4-bis((4-nitrophenethyl)carbamoyl)pyrrolidine-1-carboxylate

Conditions
ConditionsYield
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%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

120711-54-8

L-(-)-N-(tert-butyloxycarbonyl)-2,2-dimethylthiazolidinecarboxylic acid pentafluorophenyl ester

917252-86-9

R-2,2-dimethyl-3-(1,1-dimethylethoxycarbonyl)-N-(2-(4-nitrophenyl)ethyl)tetrahydrothiazole-4-carboxamide

Conditions
ConditionsYield
With triethylamine In dichloromethane for 2h;93%
75-44-5

phosgene

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

1,3-bis(4-nitrophenylethyl)urea

Conditions
ConditionsYield
With 1,2-dichloro-benzene at 120℃;92%
815654-41-2

4-oxo-4-{{2-[(propylamino)carbonyl]phenyl}amino}butanoic acid

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

1263363-74-1

N1-[2-(4-nitrophenyl)ethyl]-N4-{2-[(propylamino)carbonyl]phenyl}butanediamide

Conditions
ConditionsYield
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%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

Conditions
ConditionsYield
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%

113847-08-8

chloro-acetic acid-(4-nitro-phenethylamide)

Conditions
ConditionsYield
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%
1093737-02-0

4-nitrophenyl N-(4-nitrobenzyl)carbamate

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

C16H16N4O5

Conditions
ConditionsYield
With dmap; triethylamine In tetrahydrofuran at 20℃; Inert atmosphere;90%
126728-20-9

2,4-dichloropyrido[2,3-d]pyrimidine

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

2-chloro-N-(4-nitrophenethyl)pyrido[2,3-d]pyrimidin-4-amine

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 21℃; for 5h;89%
65148-07-4

4-chloro-5,6-diphenylfuro[2,3-d]pyrimidine

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

1235310-55-0

N-[2-(4-nitrophenyl)ethyl]-5,6-diphenylfuro[2,3-d]pyrimidin-4-amine

Conditions
ConditionsYield
With triethylamine In ethanol at 80℃; for 8h; Inert atmosphere;88%
611-71-2

(R)-Mandelic Acid

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

521284-19-5

(2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide

Conditions
ConditionsYield
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%
13139-17-8

N-(Benzyloxycarbonyloxy)succinimide

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

182252-00-2

N-benzyloxycarbonyl-4-nitrophenethylamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 17h; Acylation;82%
4442-54-0

2,3-dihydro-1,4-benzodioxin-6-carboxylic acid

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

N-(4-nitrophenethyl)-2,3-dihydrobenzo[b][1,4]dioxin-6-carboxamide

Conditions
ConditionsYield
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
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

24954-63-0

2,2,2-Trifluoro-N-(2-(4-nitrophenyl)ethyl)acetamide

Conditions
ConditionsYield
With triethylamine; trifluoroacetic anhydride In methanol; water80%
With triethylamine; trifluoroacetic anhydride In methanol; water80%
652-12-0

4,5,6,7-tetrafluoroisobenzofuran-1,3-dione

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

C16H8F4N2O4

Conditions
ConditionsYield
With acetic acid Reflux;80%
1292282-18-8

(R)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

(R)‐1‐(2,8‐bis(trifluoromethyl)quinolin‐4‐yl)‐2‐((4‐nitrophenethyl)amino)ethan‐1‐ol

Conditions
ConditionsYield
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%
1292282-19-9

(S)-4-(oxiran-2-yl)-2,8-bis(trifluoromethyl)quinoline

29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

(S)‐1‐(2,8‐bis(trifluoromethyl)quinolin‐4‐yl)‐2‐((4‐nitrophenethyl)amino)ethan‐1‐ol

Conditions
ConditionsYield
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%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

16499-61-9

4-chloro-6-fluoro-quinazoline

6-fluoro-N-(4-nitrophenethyl)quinazolin-4-amine

Conditions
ConditionsYield
With triethylamine In isopropyl alcohol at 0 - 100℃; for 15h;78%
29968-78-3

2-(4-nitrophenyl)ethylamine monohydrochloride

103-63-9

1-phenyl-2-bromoethane

N-(4-nitrophenethyl)-2-phenylethan-1-amine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 40℃; for 2h;77%
Raw Materials
156-28-5
64-04-0
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Specification

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%.

Benzeneethanamine,4-nitro-, hydrochloride (1:1) can be used to produce N-[2-(4-nitrophenyl)ethyl]-4-chlorobutylamide

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