Ethanol → N-(2,3-Dihydro-1H-inden-2-yl)-5-nitro-2-pyridinamine

HRID 1914599Notes

Reaction equation

HRID 1914599 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.C([N:14](CC)[CH:15]([CH3:17])[CH3:16])(C)C.[CH2:20](O)[CH3:21]>>[CH2:17]1[C:20]2[C:21](=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:16][CH:15]1[NH:14][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 783082-Chloro-5-nitropyridineHCID 81531Diisopropylethylamine

Product 1

HCID 59293383N-(2,3-Dihydro-1H-inden-2-yl)-5-nitro-2-pyridinamineYield 88%

Conditions

Temperature
0 °C

Procedure

A mixture of 2-chloro-5-nitropyridine (4 g) and N,N-diisopropylethylamine (3 ml) was heated under reflux in dry ethanol (100 ml) for 2 h. The reaction mixture was cooled to 0° C., the solid which separated was filtered off washed with little cold ethanol, dried to give the product (6.25 g, 88%).

Workup

  1. temperaturewas heated
  2. customthe solid which separated
  3. filtrationwas filtered off
  4. washwashed with little cold ethanol
  5. customdried

Sources & evidence

ORD record
ord-4dfe71fb2ed1418c88417d76f8e9c18a
Source dataset
uspto-grants-2013_12
Patent number
US08614212B2

Reaction notes

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