Thiourea → 2-(((4-Methoxybenzyl)oxy)methyl)thiirane

HRID 2201223Notes

Reaction equation

HRID 2201223 reaction equation
N[C:2](N)=[S:3].[CH3:5][O:6][C:7]1[CH:18]=[CH:17][C:10]([CH2:11][O:12][CH2:13][CH:14]2CO2)=[CH:9][CH:8]=1>CO>[CH3:5][O:6][C:7]1[CH:18]=[CH:17][C:10]([CH2:11][O:12][CH2:13][CH:14]2[CH2:2][S:3]2)=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 27740762-(((4-Methoxyphenyl)methoxy)methyl)oxirane

Product 1

HCID 867234592-(((4-Methoxybenzyl)oxy)methyl)thiirane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thiourea (0.935 g, 12.28 mmol) was added to a solution of 2-(((4-methoxybenzyl)oxy)methyl) oxirane (1.084 g, 5.58 mmol) in methanol (30 mL) and the mixture stirred at room temperature for 16 hours, then evaporated under vacuum. Purification by chromatography on silica, eluting with 0-10% EtOAc/hexane, afforded the title compound.

Workup

  1. customevaporated under vacuum
  2. customPurification by chromatography on silica
  3. washeluting with 0-10% EtOAc/hexane

Sources & evidence

ORD record
ord-e9d26d5a7c654119a2eed201ab8cc254
Source dataset
uspto-grants-2016_06
Patent number
US09359381B2

Reaction notes

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