Thionyl Chloride → HCID 22096790, compound

HRID 1458721Notes

Reaction equation

HRID 1458721 reaction equation
[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH2:4][CH2:5]O)[CH3:2].S(Cl)([Cl:18])=O>C(Cl)(Cl)Cl>[CH2:1]([N:3]([C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=1)[CH2:4][CH2:5][Cl:18])[CH3:2]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 13797249HCID 13797249, compound

Product 1

HCID 22096790HCID 22096790, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 3.0 g (14.3 mmol) of 4-[N-ethyl,N-(2-hydroxyethyl)amino]nitrobenzene in 20 ml of chloroform, 2.1 ml (28.8 mmol) of thionyl chloride were added. After the resultant mixture was stirred under heat at 80° C. for 2 hours, the solvent was distilled out under reduced pressure. The residue was purified by chromatography on a silica gel column (ethyl acetate/n-hexane=1/1), whereby 3.0 g of yellow powder were obtained (yield: 92%).

Workup

  1. distillationthe solvent was distilled out under reduced pressure
  2. customThe residue was purified by chromatography on a silica gel column (ethyl acetate/n-hexane=1/1)

Sources & evidence

ORD record
ord-e3a36ace4fae40728cf5bb28e381a449
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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