Sodium Hydroxide → HCID 23144765, compound

HRID 337534Notes

Reaction equation

HRID 337534 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:12]2[CH:13]=[CH:14][C:15]([O:18]C)=[N:16][CH:17]=2)=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1.[OH-].[Na+]>Br.C(O)(=O)C>[NH2:1][C:2]1[S:3][C:4]([C:12]2[CH:13]=[CH:14][C:15](=[O:18])[NH:16][CH:17]=2)=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 23144091HCID 23144091, compound

Product 1

HCID 23144765HCID 23144765, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

2-Amino-4-(2-furyl)-5-(2-methoxypyridin-5-yl)thiazole (1.32 g, 4.83 mmol) obtained in Step 2 was suspended in a mixture of 48% hydrobromic acid (4 mL) and acetic acid (4 mL), followed by stirring at 100° C. for 2 hours. The reaction mixture was neutralized with a 10 mol/L aqueous solution of sodium hydroxide added thereto, and the precipitated solid was collected by filtration. The resulting solid was purified through silica gel column chromatography (chloroform:methanol=4:1) to afford the entitled Compound q (870 mg, 70%).

Workup

  1. additionadded
  2. filtrationthe precipitated solid was collected by filtration
  3. customThe resulting solid was purified through silica gel column chromatography (chloroform:methanol=4:1)

Sources & evidence

ORD record
ord-98651668a41a4f3ca81b042865b43039
Source dataset
uspto-grants-2014_11
Patent number
US08889718B2

Reaction notes

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