Sodium borohydride → HCID 59277703, compound

HRID 1097775Notes

Reaction equation

HRID 1097775 reaction equation
[BH4-].[Na+].[CH3:3][N:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[C:7](=[O:14])[C:6]([CH3:16])([CH3:15])[S:5]1(=[O:18])=[O:17]>CCO>[CH3:3][N:4]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH:7]([OH:14])[C:6]([CH3:16])([CH3:15])[S:5]1(=[O:17])=[O:18]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 59277705HCID 59277705, compound

Product 1

HCID 59277703HCID 59277703, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

NaBH4 (45 mg, 1.2 mmol) is added to a solution of 1,3,3-Trimethyl-2,2-dioxo-2,3-dihydro-1H-benzo[c][1,2]thiazin-4-one (190 mg, 0.8 mmol) in 15 mL of EtOH at 0° C. The resulting mixture is stirred at this temperature for overnight. The reaction is quenched by HCl (1M), and extracted with ethyl acetate (15 mL×3). The combined extracts are dried over anhydrous Na2SO4. After filtration and concentration, the residue is purified by flash column and yields the title compound as oil (193 mg).

Workup

  1. customThe reaction is quenched by HCl (1M)
  2. extractionextracted with ethyl acetate (15 mL×3)
  3. dry with materialThe combined extracts are dried over anhydrous Na2SO4
  4. filtrationAfter filtration and concentration
  5. customthe residue is purified by flash column

Sources & evidence

ORD record
ord-20043f9432974a28b0460af2f9fb8491
Source dataset
uspto-grants-2012_03
Patent number
US08143278B2

Reaction notes

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