Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)- → HCID 178507521, compound

HRID 848181Notes

Reaction equation

HRID 848181 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:9][C:10]1[N:14]=[CH:13][O:12][N:11]=1.[BH4-].[Na+]>CO>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH2:9][C:10]1[NH:14][CH2:13][O:12][N:11]=1

Participants

4

Reactant 2

HCID 3057622Benzenamine, 2-((1,2,4-oxadiazol-3-ylmethyl)thio)-HCID 4311764Sodium borohydride

Product 1

HCID 178507521HCID 178507521, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(2-aminophenylthiomethyl)1,2,4-oxadiazole (3.1 g, 0.015 mol) in dry methanol was added sodium borohydride (1.72 g) at 0° in aliquots over 2 hours, with stirring. After standing at 0° overnight a white precipitate had formed. The crude product was recovered by filtration and re-crystallised from ethanol to give 3-(2-aminophenylthiomethyl)-4,5-dihydro-1,2,4-oxadiazole, m.p. 108°.

Workup

  1. customa white precipitate had formed
  2. filtrationThe crude product was recovered by filtration
  3. customre-crystallised from ethanol

Sources & evidence

ORD record
ord-2e2802aa960a42288889cdf117687914
Source dataset
uspto-grants-1981_10
Patent number
US04294843

Reaction notes

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