Water → 2-(4-Fluoro-phenyl)-thiirane

HRID 1693633Notes

Reaction equation

HRID 1693633 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10]O2)=[CH:4][CH:3]=1.NC(N)=[S:13].O>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][S:13]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2723790ThioureaHCID 40652302-(4-Fluorophenyl)oxirane

Product 1

HCID 252665202-(4-Fluoro-phenyl)-thiirane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-(4-fluoro-phenyl)-oxirane (1.38 g, 10.0 mmol), thiourea (760 mg, 10.0 mmol) and silica gel (200 mg) in CH2Cl2 (10 mL) was stirred at room temperature for 12 hours. Water (20 mL) was added to the suspension and the mixture was extracted with CH2Cl2 (2×20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated to provide the title product.

Workup

  1. extractionthe mixture was extracted with CH2Cl2 (2×20 mL)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3f61b872bb404572b5da3deee18d010a
Source dataset
uspto-grants-2012_04
Patent number
US08158663B2

Reaction notes

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