2-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol → Hydrogen Bromide

HRID 1654230Notes

Reaction equation

HRID 1654230 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:19])([C@H:16]([SH:18])[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[BrH:20].C(O)(=O)C>C(OCC)(=O)C.CCCCCC>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@:9]([OH:19])([C@H:16]([SH:18])[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[BrH:20]

Participants

6

Reactant 2

HCID 1922642-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol2×HCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 2

HCID 260Hydrogen BromideHCID 1922642-(2,4-Difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

In ethyl acetate (20 ml) was dissolved (2R,3R)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol (compound 43, 0.48 g) followed by addition of 25% hydrogen bromide-acetic acid (0.7 ml). The reaction mixture was diluted with 100 ml of hexane and the resulting powder was collected by filtration and dissolved in ethyl acetate (10 ml). The solution was allowed to stand after addition of ethyl ether (20 ml) and the resulting crystals were collected by filtration to yield compound 43 hydrobromide (0.35 g) as colorless platelets. m.p. 180°-185° C.

Workup

  1. filtrationthe resulting powder was collected by filtration
  2. dissolutiondissolved in ethyl acetate (10 ml)
  3. additionafter addition of ethyl ether (20 ml)
  4. filtrationthe resulting crystals were collected by filtration

Sources & evidence

ORD record
ord-bfc9862910f14fc68ca5d93888f7035d
Source dataset
uspto-grants-1995_04
Patent number
US05405861

Reaction notes

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