Ethyl Acetate → HCID 178481182, compound

HRID 481559Notes

Reaction equation

HRID 481559 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:17]1[S:18][C:19]2[CH:25]=[C:24](C(=S)N)[CH:23]=[CH:22][C:20]=2[N:21]=1)([OH:16])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.C(=O)([O-])O.[Na+].BrC[C:36](=O)[CH3:37].C(OCC)(=O)C>C(O)C.O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([C:17]1[S:18][C:19]2[CH:25]=[C:24]([SH:18]3[CH:37]=[CH:36][N:21]([CH3:20])[CH2:17]3)[CH:23]=[CH:22][C:20]=2[N:21]=1)([OH:16])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 11715BromoacetoneHCID 516892Sodium BicarbonateHCID 99317771-(2,4-Difluorophenyl)-1-(6-thiocarbamoylbenzothiazol-2-yl)-2-(1H-1,2,4-triazol-yl)ethanol

Product 1

HCID 178481182HCID 178481182, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

1-(2,4-Difluorophenyl)-1-(6-thiocarbamoylbenzothiazol-2-yl)-2-(1H-1,2,4-triazol-1-yl)ethanol (219 mg) was dissolved in ethanol (2 ml), and sodium hydrogencarbonate (42 mg) and bromoacetone (46 μl) were added to the solution. The resultant mixture was heated at 60° C. for 3 hours. Ethyl acetate and water were added to the liquid reaction mixture to separate liquid layers. An organic layer was washed with saline and then dried, and the solvent was distilled out. The residue was subjected to column chromatography on silica gel (eluting solvent: chloroform:methanol=100:1), thereby obtaining the intended compound (114 mg). Melting point: 213°-215° C.

Workup

  1. customto separate liquid layers
  2. washAn organic layer was washed with saline
  3. customdried
  4. distillationthe solvent was distilled out

Sources & evidence

ORD record
ord-3e68e03ff65c44f39c2d069947f12b8c
Source dataset
uspto-grants-1998_08
Patent number
US05789429

Reaction notes

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