Hexafluoroacetylacetone → HCID 178518857, compound

HRID 2205081Notes

Reaction equation

HRID 2205081 reaction equation
[C:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([NH:6][NH2:7])=[O:5])#[N:2].[F:14][C:15]([F:26])([F:25])[C:16](=O)[CH2:17][C:18](=O)[C:19]([F:22])([F:21])[F:20]>>[C:8]1([C:3]2[C:4]([OH:5])=[N:6][N:7]3[C:18]([C:19]([F:20])([F:22])[F:21])=[CH:17][C:16]([C:15]([F:14])([F:25])[F:26])=[N:2][C:1]=23)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 73706HexafluoroacetylacetoneHCID 14198972HCID 14198972, compound

Product 1

HCID 178518857HCID 178518857, compoundYield 28.1%

Conditions

Temperature
60 °C

Procedure

2-Cyano-2-phenylacetohydrazide [Int-1A] (1.00 g, 5.13 mmol, 1.0 eq) and 1,1,1,5,5,5-hexafluoropentane-2,4-dione (1.07 g, 5.13 mmol, 1.0 eq) were dissolved in 16.6 mL acidic acid and stirred for 3.5 h at 60° C. The reaction mixture was allowed to stir at rt overnight. The precipitate was isolated by filtration. The solid was washed with hexane and dried to give 500 mg (27% yield) of the title compound.

Workup

  1. stirringto stir at rt overnight
  2. customThe precipitate was isolated by filtration
  3. washThe solid was washed with hexane
  4. customdried

Sources & evidence

ORD record
ord-402445708bed460597f66676ac0f3d11
Source dataset
uspto-grants-2016_06
Patent number
US09370517B2

Reaction notes

Loading…