Sulfuryl chloride → HCID 53923163, compound

HRID 1379403Notes

Reaction equation

HRID 1379403 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-83ebfc92f9624f18a3036ef6e48b7326
Source dataset
uspto-grants-1997_09
Patent number
US05670675

Reaction notes

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