Ethyl 3-methylthiazolo[3,2-a]benzimidazole-2-carboxylate → HCID 18003012, compound

HRID 478845Notes

Reaction equation

HRID 478845 reaction equation
C([O:3][C:4]([C:6]1[S:17][C:9]2=[N:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:8]2[C:7]=1[CH3:18])=O)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[OH:3][CH2:4][C:6]1[S:17][C:9]2=[N:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[N:8]2[C:7]=1[CH3:18]

Participants

4

Reactant 2

HCID 12289498Ethyl 3-methylthiazolo[3,2-a]benzimidazole-2-carboxylateHCID 21226445Aluminium lithium hydride

Product 1

HCID 18003012HCID 18003012, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Under ice-cooling, 3-methylthiazolo[3,2-a]benzoimidazole-2-carboxylic acid ethyl ester (Can. J. Chem., 45 (23), 2903-2912 (1967) (10 g) was added to THF (250 ml) suspension of LiAlH4 (1.46 g) and stirred at the same temperature for 1 hour. While cooling, the reaction solution was mixed with Na2SO4.10H2O and stirred, and then the insoluble matter was removed by filtration and the solvent was evaporated under a reduced pressure to obtain the title compound (6.36 g).

Workup

  1. temperatureUnder ice-cooling
  2. temperatureWhile cooling
  3. stirringstirred
  4. customthe insoluble matter was removed by filtration
  5. customthe solvent was evaporated under a reduced pressure

Sources & evidence

ORD record
ord-6152f59b288f485191185f9dc089a1be
Source dataset
uspto-grants-2003_11
Patent number
US06642264B1

Reaction notes

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