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| CAS No.: | 33100-15-1 |
|---|---|
| Name: | 2-(2-NITROPHENYL)ETHANAMINE |
| Molecular Structure: | |
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| Formula: | C8H10 N2 O2 |
| Molecular Weight: | 166.18 |
| Synonyms: | Phenethylamine,o-nitro- (6CI,8CI); 2-(2-Aminoethyl)nitrobenzene; b-(o-Nitrophenyl)ethylamine |
| Density: | 1.206±0.06 g/cm3(Predicted) |
| Boiling Point: | 147 °C(Press: 13 Torr) |
| PSA: | 71.84000 |
| LogP: | 2.31950 |

2-nitro-benzeneacetonitrile


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| Stage #1: 2-nitro-benzeneacetonitrile With dimethylsulfide borane complex In tetrahydrofuran at 0℃; for 8h; Heating / reflux; Stage #2: With methanol for 1h; Heating / reflux; | 100% |
| With borane-THF at 0 - 20℃; Inert atmosphere; | 82% |
| With dimethylsulfide borane complex In tetrahydrofuran at 0 - 70℃; for 8h; Inert atmosphere; | 82% |
| With borane-THF |

3-(2-nitrophenyl)propionic acid


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| With hydrogen azide; chloroform; sulfuric acid |

N-(2-nitro-phenethyl)-acetamide


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| With hydrogen bromide |

| Conditions | Yield |
|---|---|
| With sulfuric acid; nitric acid |

(2-bromoethyl)-2-nitrobenzene


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| (i) aq. NaN3, DMSO, (ii) Ph3P, benzene, (iii) aq. HBr, AcOH; Multistep reaction; | |
| Stage #1: (2-bromoethyl)-2-nitrobenzene With sodium azide In water; acetonitrile for 20h; Heating / reflux; Stage #2: With triphenylphosphine In toluene at 20℃; for 16h; Stage #3: With sodium hydroxide; hydrogen bromide; acetic acid more than 3 stages; |

2-(2-nitrophenyl)acetamide


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| With borane In 1,4-dioxane | |
| With borane |

2-nitro-benzeneethanol


2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| With dmap; trifluoromethylsulfonic anhydride; ammonia 1.) CH2Cl2, from -30 deg C to RT, 2.) THF, from -30 deg C to RT; Multistep reaction; | |
| Multi-step reaction with 2 steps 1: aq. HBr 2: (i) aq. NaN3, DMSO, (ii) Ph3P, benzene, (iii) aq. HBr, AcOH View Scheme |


nitric acid


phenethylamine

A

2-(p-nitrophenyl)ethylamine

B

2-(2-aminoethyl)nitrobenzene

C

2-(3-nitrophenyl)ethylamine

| Conditions | Yield |
|---|---|
| at -10℃; |



2-(2-aminoethyl)nitrobenzene

| Conditions | Yield |
|---|---|
| With potassium hydroxide at 80 - 90℃; |