Hydrochloric Acid → 2,2'-[(4-Methoxy-5-methyl-1,3-phenylene)diazanediyl]di(ethan-1-ol)

HRID 1348503Notes

Reaction equation

HRID 1348503 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][C:6]([N:10]2[CH2:14][CH2:13][O:12]C2=O)=[CH:5][C:4]=1[N:16]1[CH2:20][CH2:19][O:18]C1=O.[OH-].[K+].Cl>O>[OH:18][CH2:19][CH2:20][NH:16][C:4]1[CH:5]=[C:6]([NH:10][CH2:14][CH2:13][OH:12])[CH:7]=[C:8]([CH3:9])[C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 23111557HCID 23111557, compound

Product 1

HCID 231115662,2'-[(4-Methoxy-5-methyl-1,3-phenylene)diazanediyl]di(ethan-1-ol)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

33.5 g of 3,3′-(4-methoxy-5-methyl-1,3-phenylene)bis-(1,3-oxazolidin-2-one) were heated under reflux in 500 ml of 20% strength KOH for 10 h. The mixture was cooled to room temperature and poured onto 1.5 l of iced water. The mixture was then neutralized with HCl and extracted several times with ethyl acetate. The combined ethyl acetate phases were evaporated on a Rotavapor and then distilled in a Kugelrohr (250–290° C., 0.08 mbar).

Workup

  1. extractionextracted several times with ethyl acetate
  2. customThe combined ethyl acetate phases were evaporated on a Rotavapor
  3. distillationdistilled in a Kugelrohr (250–290° C., 0.08 mbar)

Sources & evidence

ORD record
ord-9a303e2fe8484066b9459e7f74b8a489
Source dataset
uspto-grants-2007_05
Patent number
US07211119B2

Reaction notes

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