Ammonia → 2-Amino-3-nitro-8-methylquinoline

HRID 133092Notes

Reaction equation

HRID 133092 reaction equation
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]2[C:4](=[C:5]([CH3:15])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH3:16]>>[NH2:16][C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:9]2[C:4](=[C:5]([CH3:15])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 17979837HCID 17979837, compound2×

Product 1

HCID 179798462-Amino-3-nitro-8-methylquinoline

Conditions

Temperature
130 °C

Procedure

1.6 g of 2-chloro-8-methyl-3-nitroquinoline (compound C1) is dissolved in 70 ml of ethanolic ammonia solution and stirred at 130° C. for 18 h in an autocave. After cooling to room temperature, the reaction mixture is concentrated in vacuo and the residue recrystallized from ethyl acetate. 1.2 g of the title compound are obtained as red solid.

Workup

  1. temperatureAfter cooling to room temperature
  2. concentrationthe reaction mixture is concentrated in vacuo
  3. customthe residue recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-8138eba8947d4b7c8a83e99ea616d2eb
Source dataset
uspto-grants-2008_06
Patent number
US07390819B2

Reaction notes

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