Tetrahydrofuran → 5-Nitroquinolin-2-amine

HRID 2054945Notes

Reaction equation

HRID 2054945 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-:14])=[O:13])[N:3]=1.O.[NH3:16].C1COCC1>[Na+].[Cl-]>[NH2:16][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][C:8]=2[N+:12]([O-:14])=[O:13])[N:3]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 3192512-Chloro-5-nitroquinolineHCID 12896473Azane;hydrate

Product 1

HCID 219489145-Nitroquinolin-2-amine

Reagents, catalysts & solvents 1

HCID 5234Sodium ChlorideSolvent

Procedure

450 mg (2.2 mmol) of 2-chloro-5-nitroquinoline, 10 ml of 25% ammonia water and 10 ml of THF are stirred in a pressure vessel for 8 hours at 120° C. The batch is diluted with NaCl solution and extracted with ethyl acetate. The combined organic phases are dried (Na2SO4) and concentrated by evaporation: 370 mg of product.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic phases are dried (Na2SO4)
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-8fe2cd3d9ff24aa6ad29149353d81a42
Source dataset
uspto-grants-2008_02
Patent number
US07329753B2

Reaction notes

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