Thionyl Chloride → HCID 59526066, compound

HRID 386120Notes

Reaction equation

HRID 386120 reaction equation
[CH3:1][C:2](=[N:4][O:5][CH2:6][C:7]([OH:9])=O)[CH3:3].S(Cl)([Cl:12])=O>C1(C)C=CC=CC=1>[CH3:1][C:2](=[N:4][O:5][CH2:6][C:7]([Cl:12])=[O:9])[CH3:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 79344[(2-Propanylideneamino)oxy]acetic acid

Product 1

HCID 59526066HCID 59526066, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To {[(1-methylethylidene)amino]oxy}acetic acid (286 g, 2.18 mol) was added 600 ml of toluene. Thionyl chloride (364 g, 3.06 mol) was added dropwise at room temperature. After the addition was complete, the reaction mixture was heated to reflux for 10 hours. Toluene and thionyl chloride were evaporated under vacuum and the residue was distilled to afford the title compound.

Workup

  1. additionAfter the addition
  2. temperaturethe reaction mixture was heated
  3. temperatureto reflux for 10 hours
  4. customToluene and thionyl chloride were evaporated under vacuum
  5. distillationthe residue was distilled

Sources & evidence

ORD record
ord-10e3dbd5cef642c3a68a50a65e46166f
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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