Aluminium lithium hydride → HCID 66768308, compound

HRID 407367Notes

Reaction equation

HRID 407367 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[C:11]([NH:15][CH:16]=O)=[N:12][NH:13][CH:14]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[C:10]1[CH:14]=[N:13][NH:12][C:11]=1[NH:15][CH3:16]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 178522646HCID 178522646, compound

Product 1

HCID 66768308HCID 66768308, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the above prepared N-(4-benzothiazol-2-yl-1H-pyrazol-3-yl)-formamide (0.50 g, 2.0 mmol) in 50 mL of anhydrous THF at 0° C. was added 0.50 g of lithium aluminum hydride. The reaction was stirred for 1 hr and then was quenched by the addition of saturated ammonium chloride solution. The solids were removed by filtration. The solvent was then evaporated and the crude product was purified by recrystallization from acetone to yield 280 mg (61%) of the title compound. MS (m/z, ES+): 231.1 (M+1, 100%).

Workup

  1. customwas quenched by the addition of saturated ammonium chloride solution
  2. customThe solids were removed by filtration
  3. customThe solvent was then evaporated
  4. customthe crude product was purified by recrystallization from acetone

Sources & evidence

ORD record
ord-48c9aa9688874c49896204896aa4fb30
Source dataset
uspto-grants-2014_06
Patent number
US08754233B2

Reaction notes

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