Sodium Hydroxide → HCID 19599437, compound

HRID 1458626Notes

Reaction equation

HRID 1458626 reaction equation
[CH3:1][C:2]1[N:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:13]([C:14](=[O:19])C(F)(F)F)=[C:5]2[S:4][CH:3]=1.[OH-:20].[Na+]>C(O)C>[CH3:1][C:2]1[N:6]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[C:13]([C:14]([OH:19])=[O:20])=[C:5]2[S:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19599404HCID 19599404, compound

Product 1

HCID 19599437HCID 19599437, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Methyl-9-trifluoroacetylthiazolo[3,2-a]indole (370 mg, 0.0013 mole) was treated with 20% NaOH solution (15 ml) and ethanol (15 ml) and heated under reflux for 6 h. The mixture was concentrated in vacuo to half its volume and the residue acidified with 2M HCl acid and then extracted with ethyl acetate (2×30 ml). The combined extracts were dried (Na2 SO4) and concentrated in vacuo to afford the title compound (D13) as a brown solid (300 mg, 100%).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 6 h
  3. concentrationThe mixture was concentrated in vacuo to half its volume
  4. extractionextracted with ethyl acetate (2×30 ml)
  5. customThe combined extracts were dried (Na2 SO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8d0874c92ea34aba81aa47331e133ec3
Source dataset
uspto-grants-1998_12
Patent number
US05852014

Reaction notes

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