Ethanol → HCID 178477528, compound

HRID 1645830Notes

Reaction equation

C(O[C:4]([S:6][Cl:7])=[O:5])C.[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]([OH:26])([CH:23]([SH:25])[CH3:24])[CH2:17][N:18]1[CH:22]=[N:21][CH:20]=[N:19]1.[CH2:27](O)[CH3:28]>>[ClH:7].[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]([OH:26])([CH2:17][N:18]1[CH:22]=[N:21][CH:20]=[N:19]1)[CH:23]([SH:25]([CH2:27][CH3:28])[C:4](=[S:6])[OH:5])[CH3:24]

Participants

Reactant 3

HCID 702Ethanol

HCID 117817Carboethoxysulfenyl chloride

HCID 9882302(2RS,3RS)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol

Product 1

HCID 178477528HCID 178477528, compound

Procedure

Ethoxycarbonylsulfenyl chloride (0.12 g) was dissolved in ethanol (2 ml). To the solution was added portionwise at room temperature (2RS,3RS)-2-(2,4-difluorophenyl)-3-mercapto-1-(1H-1,2,4-triazol-1-yl)-2-butanol (0.22 g). The reaction mixture was stirred for 5 minutes at room temperature, then the solvent was distilled off under reduced pressure. To the residue was added diethyl ether to give ethyl [(2RS,3RS)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1H-1,2,4-triazol-1-yl)-2-butyl]dithiocarbonate hydrochloride (Compound 21:0.25 g) as a colorless powder.

Workup

distillationthe solvent was distilled off under reduced pressure
additionTo the residue was added diethyl ether

Sources & evidence

ORD record: ord-48a726ac96694aafa4f289f067d80276
Source dataset: uspto-grants-1993_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05177094

Reaction notes

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