Sodium Hydroxide → HCID 67235137, compound

HRID 1748341Notes

Reaction equation

HRID 1748341 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([NH:11]C(=O)C(F)(F)F)=[C:4]([CH2:18][N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:3]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([NH2:11])=[C:4]([CH2:18][N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86682398HCID 86682398, compound

Product 1

HCID 67235137HCID 67235137, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of N-[4-chloro-2-(morpholin-4-ylmethyl)-6-nitrophenyl]-2,2,2-trifluoroacetamide (3.6 g, 9.6 mmol) in ethanol (60 mL) is added a 10% aqueous NaOH solution (60 mL, 150 mmol) and the reaction is heated to 80° C. for 3 h. The mixture is cooled to room temperature and is stirred an additional 16 h. Most of the ethanol is evaporated under reduced pressure and the resulting solid is isolated by filtration to afford the title compound (2 g, 77%).

Workup

  1. temperatureThe mixture is cooled to room temperature
  2. customMost of the ethanol is evaporated under reduced pressure
  3. customthe resulting solid is isolated by filtration

Sources & evidence

ORD record
ord-26b78c8a44eb4fabbc2bcd39efc59f55
Source dataset
uspto-grants-2015_10
Patent number
US09150577B2

Reaction notes

Loading…