Sodium borohydride → HCID 68825407, compound

HRID 1453534Notes

Reaction equation

HRID 1453534 reaction equation
[Cl:1][C:2]1[S:10][C:9]2[S:8](=[O:12])(=[O:11])[N:7]=[CH:6][N:5]([CH3:13])[C:4]=2[CH:3]=1.[BH4-].[Na+]>C(O)(C)C>[Cl:1][C:2]1[S:10][C:9]2[S:8](=[O:12])(=[O:11])[NH:7][CH2:6][N:5]([CH3:13])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 68823972HCID 68823972, compound

Product 1

HCID 68825407HCID 68825407, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

200 mg of the compound of Step A above are dissolved in 5 ml of isopropanol. The solution is heated at about 60° C., and 400 mg of NaBH4 are added. After 20 minutes, the solvent is removed under reduced pressure and the residue is taken up in water. The pH is adjusted to about 5-6 and the product is extracted with 3×10 ml of chloroform. The organic phase is then dried over magnesium sulphate, filtered and then concentrated under reduced pressure. The residue is taken up in a minimum of chloroform and then the product is precipitated by addition of hexane. The product is then collected by filtration and washed with hexane and dried.

Workup

  1. customthe solvent is removed under reduced pressure
  2. extractionthe product is extracted with 3×10 ml of chloroform
  3. dry with materialThe organic phase is then dried over magnesium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customthe product is precipitated by addition of hexane
  7. filtrationThe product is then collected by filtration
  8. washwashed with hexane
  9. customdried

Sources & evidence

ORD record
ord-abfec00e64f4417e97bf2dfb5b5a044d
Source dataset
uspto-grants-2009_01
Patent number
US07476668B2

Reaction notes

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