Chloral → 3-(1-Hydroxy-2,2,2-trichloroethylmercapto)-4-n-butyl-1,2,4-triazole

HRID 1680093Notes

Reaction equation

HRID 1680093 reaction equation
[SH:1][C:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH:5]=[N:4][N:3]=1.[O:11]=[CH:12][C:13]([Cl:16])([Cl:15])[Cl:14]>C1C=CC=CC=1>[OH:11][CH:12]([S:1][C:2]1[N:6]([CH2:7][CH2:8][CH2:9][CH3:10])[CH:5]=[N:4][N:3]=1)[C:13]([Cl:16])([Cl:15])[Cl:14]

Participants

4

Reactant 2

HCID 6407ChloralHCID 178448642HCID 178448642, compound

Product 1

HCID 128884503-(1-Hydroxy-2,2,2-trichloroethylmercapto)-4-n-butyl-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

3-Mercapto-4-n-butyl-1,2,4-triazole (2.0 g. or 0.127 mole) and chloral (3.68 g. or 0.0254 mole) were heated in benzene (30 ml.) until a precipitate formed (10 minutes). The mixture was cooled, the precipitate was collected, dried, and recrystallized from ether-hexane to give 3-(1-hydroxy-2,2,2-trichloroethylmercapto)-4-n-butyl-1,2,4-triazole melting at 95°-97° C. The structure was confirmed by its nuclear magnetic resonance spectrum.

Workup

  1. customformed (10 minutes)
  2. temperatureThe mixture was cooled
  3. customthe precipitate was collected
  4. customdried
  5. customrecrystallized from ether-hexane

Sources & evidence

ORD record
ord-7ead255e26344e598ccbacb7c321debd
Source dataset
uspto-grants-1981_06
Patent number
US04271308

Reaction notes

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