n-(6-Nitro-2,3-dihydrobenzofuran-5-yl)acetamide → 6-Nitro-2,3-dihydrobenzofuran-5-amine

HRID 629680Notes

Reaction equation

HRID 629680 reaction equation
C([NH:4][C:5]1[C:6]([N+:14]([O-:16])=[O:15])=[CH:7][C:8]2[O:12][CH2:11][CH2:10][C:9]=2[CH:13]=1)(=O)C>OS(O)(=O)=O>[NH2:4][C:5]1[C:6]([N+:14]([O-:16])=[O:15])=[CH:7][C:8]2[O:12][CH2:11][CH2:10][C:9]=2[CH:13]=1

Participants

3

Reactant 1

HCID 13069186n-(6-Nitro-2,3-dihydrobenzofuran-5-yl)acetamide

Product 1

HCID 130691876-Nitro-2,3-dihydrobenzofuran-5-amineYield 70.5%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

The product obtained in Step 4 (7.0 g, 31.5 mmol) and 2 mol/L H2SO4 solution (200 mL) were heated to reflux for 6 h. Then the reaction mixture was cooled to 0° C., filtered, washed with water, concentrated under vacuum and dried to obtain a product (4.0 g, 70%).

Workup

  1. temperatureto reflux for 6 h
  2. filtrationfiltered
  3. washwashed with water
  4. concentrationconcentrated under vacuum
  5. customdried

Sources & evidence

ORD record
ord-71212763c13743369d9447afc60f9f06
Source dataset
uspto-grants-2016_04
Patent number
US09315513B2

Reaction notes

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