Sulfuric Acid → HCID 14371402, compound

HRID 1198951Notes

Reaction equation

HRID 1198951 reaction equation
CN(C)C(=O)[S:4][C:5]1[C:10]([Cl:11])=[CH:9][C:8]([Cl:12])=[CH:7][C:6]=1[CH:13]([C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1)[C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].S(=O)(=O)(O)O>CCOCC>[Cl:12][C:8]1[CH:9]=[C:10]([Cl:11])[C:5]([SH:4])=[C:6]([CH:13]([C:14]2[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=2)[C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14100322HCID 14100322, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14371402HCID 14371402, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 6.2 g of S-[4,6-dichloro-2-[bis(4-fluorophenyl)methyl]phenyl] N,N-dimethylthiocarbamate from stage (c) in ether was added dropwise, while cooling in ice, to a suspension of 0.8 g of lithium aluminum hydride in absolute ether. The mixture was stirred at room temperature for 90 min and was hydrolyzed, while cooling in ice, with 2 N sulfuric acid (pH 3). It was extracted several times with ether, the solution was dried over magnesium sulfate, and the solvent was removed in vacuo. The thiophenol remained as residue (5.3 g of viscous oil, 100% yield) and was pure by TLC (100% toluene, Rf =0.66); melting point 95° C.

Workup

  1. extractionIt was extracted several times with ether
  2. dry with materialthe solution was dried over magnesium sulfate
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-cd14b99a94f3421baf61cc920496b62c
Source dataset
uspto-grants-1990_02
Patent number
US04898868

Reaction notes

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