Sodium borohydride → HCID 70115187, compound

HRID 324451Notes

Reaction equation

HRID 324451 reaction equation
[BH4-].[Na+].[CH2:3]([C:5]1[S:6][C:7]2[CH:14]=[CH:13][C:12]3[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:11]=3[C:10](=[O:20])[C:8]=2[N:9]=1)[CH3:4]>ClCCl.C(O)C>[CH2:3]([C:5]1[S:6][C:7]2[CH:14]=[CH:13][C:12]3[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:11]=3[CH:10]([OH:20])[C:8]=2[N:9]=1)[CH3:4]

Participants

5

Reactant 2

HCID 4311764Sodium borohydride2×HCID 220036592-Ethyl-7-methyl-4H-benzo[5,6]cyclohepta[1,2-d]thiazol-4-one

Product 1

HCID 70115187HCID 70115187, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

Sodium borohydride (78 mg) was added to a stirred solution of the product from step (ii) (0.87 g) in dichloromethane (4 ml) and ethanol (16 ml) at 5° C. The reaction mixture was stirred for 2.5 h, warmed to room temperature and left for 2 h before a further 200 mg of sodium borohydride was added. The reaction mixture was quenched with 1M sodium hydroxide solution then partitioned between dichloromethane and water. The organic phase was washed with water, dried (MgSO4) and evaporated under reduced pressure.

Workup

  1. additionwas added
  2. customThe reaction mixture was quenched with 1M sodium hydroxide solution
  3. customthen partitioned between dichloromethane and water
  4. washThe organic phase was washed with water
  5. dry with materialdried (MgSO4)
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-1b6209e5ee6944b58983fe7a882c0368
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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