Ammonia → HCID 20142073, compound

HRID 649116Notes

Reaction equation

HRID 649116 reaction equation
[NH3:1].[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([O:13][C:14]3[CH:27]=[CH:26][C:17]([O:18][CH:19]([CH3:25])[C:20](OCC)=[O:21])=[CH:16][CH:15]=3)[CH:9]=[N:10]2)=[CH:5][CH:4]=1>CC(C)=O>[Cl:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[C:8]([O:13][C:14]3[CH:27]=[CH:26][C:17]([O:18][CH:19]([CH3:25])[C:20]([NH2:1])=[O:21])=[CH:16][CH:15]=3)[CH:9]=[N:10]2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 13079890HCID 13079890, compound

Product 1

HCID 20142073HCID 20142073, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

Concentrated ammonia was added at 20° C. to a solution of ethyl 2-[4-(7-chloroquinolin-3-yloxy)phenoxy]propionate (3.0 g) (see Example 5) in acetone (50 ml) until the mixture just began to turn cloudy. The mixture was then heated at 60° C. for 8 hours and allowed to cool and stand overnight. Colourless crystals (1.5 g) 2-[4-(7-chloroquinolin-3-yloxy)phenoxy]propionamide were collected by filtration. The compound was characterised by its proton magnetic resonance spectrum. (Table 3).

Workup

  1. temperatureto cool
  2. filtrationColourless crystals (1.5 g) 2-[4-(7-chloroquinolin-3-yloxy)phenoxy]propionamide were collected by filtration

Sources & evidence

ORD record
ord-f387d6d948d24d32a9e46b2ee9ea0e2f
Source dataset
uspto-grants-1988_04
Patent number
US04738710

Reaction notes

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