Sodium Hypochlorite → HCID 86685712, compound

HRID 1055273Notes

Reaction equation

HRID 1055273 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][NH:17][C:16]1=[O:20])[CH:6]=[N:7][OH:8].[O-]Cl.[Na+]>C(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][CH2:14][N:15]1[CH2:19][CH2:18][NH:17][C:16]1=[O:20])[C:6]#[N+:7][O-:8]

Participants

5

Reactant 2

HCID 23665760Sodium HypochloriteHCID 86685711HCID 86685711, compound

Product 1

HCID 86685712HCID 86685712, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a suspension of 3-methoxy-4-[2-(2-oxoimidazolidin-1-yl)ethoxy]benzaldehyde oxime (21.7 g, 0.078 mol) in CH2Cl2 (950 mL) at −3° C., is added dropwise an aqueous NaOCl solution in water (Aldrich, >4% of active chlorine) (161 mL) over 10 minutes. The reaction medium is then stirred for 20 minutes at 0° C. The organic phase is separated and the aqueous phase is extracted with CH2Cl2 (4 times 100 mL). The combined organic phases are washed with water (3 times 100 mL), dried over Na2SO4 and then concentrated under reduced pressure (Tbath 22° C.) to 200-220 mL. The precipitate obtained is filtered, washed with CH2Cl2 (twice 10 mL) and dried under atmospheric pressure at room temperature.

Workup

  1. customThe organic phase is separated
  2. extractionthe aqueous phase is extracted with CH2Cl2 (4 times 100 mL)
  3. washThe combined organic phases are washed with water (3 times 100 mL)
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced pressure (Tbath 22° C.) to 200-220 mL
  6. customThe precipitate obtained
  7. filtrationis filtered
  8. washwashed with CH2Cl2 (twice 10 mL)
  9. customdried under atmospheric pressure at room temperature

Sources & evidence

ORD record
ord-940fdae9a5a243a692b47fc58c4b6658
Source dataset
uspto-grants-2016_07
Patent number
US09394380B2

Reaction notes

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