Hydrochloric Acid → HCID 15389973, compound

HRID 1080609Notes

Reaction equation

HRID 1080609 reaction equation
Cl[C:2]([S:4]Cl)=[O:3].[C:6]([NH2:11])(=[O:10])[CH:7]([CH3:9])[CH3:8].Cl>>[CH:7]([C:6]1[O:10][C:2](=[O:3])[S:4][N:11]=1)([CH3:9])[CH3:8]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 68424IsobutyramideHCID 75990(Chlorothio)formyl chloride

Product 1

HCID 15389973HCID 15389973, compoundYield 88%

Procedure

Chlorocarbonyl sulphenyl chloride (41.9 g, 0.32 mol) is added dropwise to a stirred solution of isobutyramide (25.2 g, 0.29 mol) under dry nitrogen at room temperature. When the addition is complete, the mixture is refluxed for 8 hours, during which time hydrogen chloride gas is evolved. The solvent is removed in vacuo and the residue is distilled to give 5-isopropyl-[1,3,4]oxathiazolin-2-one (37 g, 88%) as a yellow oil, b.p. 58°-59° C./8 mmHg.

Workup

  1. additionWhen the addition
  2. customThe solvent is removed in vacuo
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-790aa2ffd57c472f9a40fea4026670c2
Source dataset
uspto-grants-1996_12
Patent number
US05583092

Reaction notes

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