Sulfuryl chloride → HCID 53923163, compound

HRID 847641Notes

Reaction equation

HRID 847641 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:10])[C@H:5]([CH:7]([CH3:9])[CH3:8])[NH2:6].[S:11](Cl)([Cl:14])(=[O:13])=[O:12]>C(#N)C>[CH3:2][O:3][C:4](=[O:10])[C@H:5]([CH:7]([CH3:9])[CH3:8])[NH:6][S:11]([Cl:14])(=[O:13])=[O:12]

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 111190Methyl valinate hydrochloride

Product 1

HCID 53923163HCID 53923163, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A suspension of 15.3 g (90 mmol) of L-valine methyl ester hydrochloride in 45 ml of acetonitrile was treated with 22 ml (270 mmol) of sulfuryl chloride and heated at reflux for 16 h. The resulting light yellow solution was allowed to cool and concentrated in vacuo to a viscous oil. The oil was treated two times with acetonitrile followed each time by concentration in vacuo. The crude desired product was thus obtained as a viscous oil.

Workup

  1. temperatureheated
  2. temperatureat reflux for 16 h
  3. temperatureto cool
  4. concentrationconcentrated in vacuo to a viscous oil
  5. additionThe oil was treated two times with acetonitrile
  6. concentrationby concentration in vacuo

Sources & evidence

ORD record
ord-f9f9dc102ec44e7991771c60535cb5c9
Source dataset
uspto-grants-1992_08
Patent number
US05142056

Reaction notes

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