O-((2E)-3-Chloro-2-propen-1-yl)hydroxylamine → HCID 178458082, compound

HRID 1606865Notes

Reaction equation

HRID 1606865 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([CH:7]2[CH2:12][C:11](=[O:13])[CH:10]([C:14](=O)[CH2:15][CH3:16])[C:9](=[O:18])[CH2:8]2)[CH:4]=[N:3]1.[Cl:19]/[CH:20]=[CH:21]/[CH2:22][O:23][NH2:24]>>[Cl:19][CH:20]=[CH:21][CH2:22][O:23]/[N:24]=[C:14](/[CH:10]1[C:11](=[O:13])[CH2:12][CH:7]([C:5]2[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=2)[CH2:8][C:9]1=[O:18])\[CH2:15][CH3:16]

Participants

3

Reactant 2

HCID 158058O-((2E)-3-Chloro-2-propen-1-yl)hydroxylamineHCID 145764915-(1-methyl-1H-pyrazol-4-yl)-2-propionylcyclohexane-1,3-dione

Product 1

HCID 178458082HCID 178458082, compound

Procedure

To 200 ml of an ethanolic solution of 20.0 g (81 mmols) of 5-(1-methyl-1H-pyrazol-4-yl)-2-propionylcyclohexane-1,3-dione was added 210 ml (84 mmols) of 0.4 mol ethanolic solution of (E)-3-chloro-2-propenyloxyamine. The mixture was reacted for 8 hours with stirring. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate) to give 12.5 g of the product.

Workup

  1. customThe mixture was reacted for 8 hours
  2. customAfter completion of the reaction
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. customThe resulting crude product was purified by silica gel column chromatography (ethyl acetate)

Sources & evidence

ORD record
ord-bda6b4cfbc5f4d8b80bad58e57b74e72
Source dataset
uspto-grants-1989_09
Patent number
US04863504

Reaction notes

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