Water → HCID 178427281, compound

HRID 848117Notes

Reaction equation

HRID 848117 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]2[N:14]=[CH:13][O:12][N:11]=2)=[CH:4][CH:3]=1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][CH2:9][C:10]2[NH:14][CH2:13][O:12][N:11]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 20566327HCID 20566327, compound

Product 1

HCID 178427281HCID 178427281, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(4-Methylphenylthiomethyl)-1,2,4-oxadiazole (1.65 g, 0.008 mol) was dissolved in methanol (25 ml). AT 0° and with stirring, sodium borohydride (0.91 g, 0.024 mol) was added in portions over 30 min. The mixture was then stirred at 0° overnight and water then added to give a solid which on recrystallisation from from isopropanol gave 4.5-dihydro-3-(4-methylphenylthiomethyl)-1,2,4-oxadiazole, m.p. 85°.

Workup

  1. stirringThe mixture was then stirred at 0° overnight
  2. customto give a solid which
  3. customon recrystallisation from from isopropanol

Sources & evidence

ORD record
ord-965fdc2a3a11413bb000c10f5c72f1fd
Source dataset
uspto-grants-1981_10
Patent number
US04294842

Reaction notes

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