Thionyl Chloride → HCID 20380993, compound

HRID 1390539Notes

Reaction equation

HRID 1390539 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH:7]1[C:11]([CH3:18])([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:10][C:9](=[O:19])[NH:8]1>N1C=CC=CC=1>[Cl:3][CH2:6][CH:7]1[C:11]([CH3:18])([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:10][C:9](=[O:19])[NH:8]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 20380978HCID 20380978, compound

Product 1

HCID 20380993HCID 20380993, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.5 ml (10 mMole) of thionyl chloride are slowly added dropwise at 0° to +5° C to 1.04 g (5 mMole) of 4-hydroxymethyl-5-methyl-5-phenyl oxazolidin-2-one dissolved in 15 ml of pyridine. After 1 hour at 50° C, the reaction solution is stirred overnight at room temperature, poured onto ice and repeatedly extracted with chloroform. The combined chloroform phases dried over Na2SO4 are concentrated. The crystals formed are recrystallised from methanol.

Workup

  1. additionpoured onto ice
  2. extractionrepeatedly extracted with chloroform
  3. dry with materialThe combined chloroform phases dried over Na2SO4
  4. concentrationare concentrated
  5. customThe crystals formed
  6. customare recrystallised from methanol

Sources & evidence

ORD record
ord-f67e4571595d4c9dbf91fa6f39212d10
Source dataset
uspto-grants-1979_02
Patent number
US04139538

Reaction notes

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