1,2-Dichloroethane → HCID 22096813, compound

HRID 1458691Notes

Reaction equation

HRID 1458691 reaction equation
S(Cl)([Cl:3])=O.O[CH2:6][CH2:7][N:8]([C:12]1[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:13]=1)CCO.Cl[CH2:25][CH2:26][Cl:27]>>[Cl:27][CH2:26][CH2:25][N:8]([C:12]1[CH:23]=[CH:22][C:15]([O:16][CH2:17][C:18]([O:20][CH3:21])=[O:19])=[CH:14][CH:13]=1)[CH2:7][CH2:6][Cl:3]

Participants

4

Reactant 3

HCID 111,2-DichloroethaneHCID 24386Thionyl ChlorideHCID 22096865HCID 22096865, compound

Product 1

HCID 22096813HCID 22096813, compound

Procedure

Thionyl chloride (3.17 g; 26.6 mmol) was added dropwise under ice cooling to a solution of 2.39 g (8.87 mmol) of methyl 4-[N,N-bis(2-hydroxyethyl)amino]phenoxyacetate in 72 ml of 1,2-dichloroethane. The thus-obtained mixture was stirred at room temperature for 4 hours and then concentrated. The resulting residue was purified by flush chromatography (chloroform/methanol=200/3), whereby 2.0 g of the title compound were obtained as brown crystals (yield: 74%).

Workup

  1. concentrationconcentrated
  2. customThe resulting residue was purified
  3. customby flush chromatography (chloroform/methanol=200/3)

Sources & evidence

ORD record
ord-0379336734fc441682dd59f6e2807355
Source dataset
uspto-grants-1998_12
Patent number
US05852011

Reaction notes

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