Sodium Hydroxide → HCID 23144149, compound

HRID 337532Notes

Reaction equation

HRID 337532 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:12]2[CH:17]=[CH:16][N:15]=[C:14](F)[CH:13]=2)=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1.[OH-:19].[Na+]>Cl>[NH2:1][C:2]1[S:3][C:4]([C:12]2[CH:17]=[CH:16][NH:15][C:14](=[O:19])[CH:13]=2)=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 23144562HCID 23144562, compound

Product 1

HCID 23144149HCID 23144149, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

2-Amino-5-(2-fluoropyridin-4-yl)-4-(2-furyl)thiazole (2.00 g, 7.65 mmol) obtained in Step 1 was suspended in 6 mol/L hydrochloric acid (20 mL), followed by stirring under heating and reflux for 1 hour. The reaction mixture was neutralized with aqueous 10 mol/L sodium hydroxide solution added thereto, and the precipitated solid was collected by filtration. The resulting solid was purified through silica gel column chromatography (chloroform:methanol=17:3) to afford the entitled Compound p (1.01 g, 51%) as a yellow solid.

Workup

  1. temperatureunder heating
  2. temperaturereflux for 1 hour
  3. additionadded
  4. filtrationthe precipitated solid was collected by filtration
  5. customThe resulting solid was purified through silica gel column chromatography (chloroform:methanol=17:3)

Sources & evidence

ORD record
ord-e72a740a4ff6450ca85914de0a25f693
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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