HCID 292656, compound → HCID 10012728, compound

HRID 1980772Notes

Reaction equation

HRID 1980772 reaction equation
C[N:2](C)[CH:3]=[CH:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])=[O:6].Cl.NO>C(O)C>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=1[C:5]1[O:6][N:2]=[CH:3][CH:4]=1)([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 292656HCID 292656, compoundHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 10012728HCID 10012728, compoundYield 70.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension containing 99 g of 3-(dimethylamino)-1-(2-nitrophenyl)-2-propen-1-one, prepared in Example 1, and 63 g of hydroxylamine hydrochloride in 250 ml of ethanol was refluxed for 16 hours, then concentrated to dryness in vacuo. Water (400 ml) was added to the residue, and the resulting suspension was filtered. The solid was recrystallized from 2-propanol to give 60 g of the title compound; m.p. 66°-69° C.

Workup

  1. temperaturewas refluxed for 16 hours
  2. concentrationconcentrated to dryness in vacuo
  3. additionWater (400 ml) was added to the residue
  4. filtrationthe resulting suspension was filtered
  5. customThe solid was recrystallized from 2-propanol

Sources & evidence

ORD record
ord-14eb861638e246ee895183d91a2b8c68
Source dataset
uspto-grants-1985_04
Patent number
US04511392

Reaction notes

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