Ammonium Chloride → HCID 22599669, compound

HRID 1759969Notes

Reaction equation

HRID 1759969 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:4]=1.[BH4-].[Na+].[Cl-].[NH4+]>C(O)C>[CH3:1][S:2][C:3]1[N:8]=[CH:7][N:6]=[C:5]([CH:9]([OH:16])[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:4]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 22599800HCID 22599800, compound

Product 1

HCID 22599669HCID 22599669, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To 2 ml of ethanol was suspended 0.3 g of 6-methylthio-4-benzoylpyrimidine, to which 0.07 g of sodium borohydride was added, followed by stirring at 0° C. for 4 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution and extracted three times with ethyl acetate. The organic layers were combined and washed with a saturated aqueous sodium chloride solution, and the combined organic layer was dried over anhydrous magnesium sulfate and then concentrated to give 6-methylthio-4-(α-hydroxybenzyl)pyrimidine.

Workup

  1. extractionextracted three times with ethyl acetate
  2. washwashed with a saturated aqueous sodium chloride solution
  3. dry with materialthe combined organic layer was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b318a1c7c1624943bbb1c259e55d3cde
Source dataset
uspto-grants-2005_01
Patent number
US06838463B2

Reaction notes

Loading…