Sodium Hydroxide → HCID 68287962, compound

HRID 1618891Notes

Reaction equation

HRID 1618891 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:3]=1[C:4]#[N:5].[OH-:21].[Na+]>S(=O)(=O)(O)O>[Cl:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([O:10][C:11]2[CH:12]=[N:13][C:14]3[C:19]([CH:20]=2)=[CH:18][CH:17]=[CH:16][CH:15]=3)[C:3]=1[C:4]([NH2:5])=[O:21]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70968121HCID 70968121, compound

Product 1

HCID 68287962HCID 68287962, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
100 °C

Procedure

1.18 g of 2-chloro-6-(quinolin-3-yloxy)-benzonitrile was dissolved in 5 ml of 80% sulfuric acid and the mixture was stirred for 3 hours at 100° C. After being neutralized with an aqueous solution of sodium hydroxide, the liquid was separated with ethyl acetate, the organic layer was concentrated and 1.03 g of 2-chloro-6-(quinolin-3-yloxy)-benzamide (Compound Number 20) was obtained.

Workup

  1. customthe liquid was separated with ethyl acetate
  2. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-22f3aeadcb22441facd1bfbf998c9649
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

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