3,5-Heptanedione → HCID 178436357, compound

HRID 2205079Notes

Reaction equation

HRID 2205079 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].[CH3:14][CH2:15][C:16](=O)[CH2:17][C:18](=O)[CH2:19][CH3:20]>>[CH2:15]([C:16]1[CH:17]=[C:18]([CH2:19][CH3:20])[N:7]2[N:6]=[C:4]([OH:5])[C:3]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)=[C:1]2[N:2]=1)[CH3:14]

Participants

3

Reactant 2

HCID 819233,5-HeptanedioneHCID 14198972HCID 14198972, compound

Product 1

HCID 178436357HCID 178436357, compoundYield 36.1%

Conditions

Temperature
60 °C

Procedure

2-Cyano-2-phenylacetohydrazide [Int-1A] (8.40 g, 43.2 mmol, 1.0 eq) and heptane-3,5-dione (5.85 mL, 43.2 mmol, 1.0 eq) were dissolved in 140 mL acidic acid and stirred for 4.5 h at 60° C. The resulting suspension was cooled to rt and the precipitate was isolated by filtration. The solid was washed with hexane and dried to give 4.17 g (29% yield) of the title compound.

Workup

  1. temperatureThe resulting suspension was cooled to rt
  2. customthe precipitate was isolated by filtration
  3. washThe solid was washed with hexane
  4. customdried

Sources & evidence

ORD record
ord-b07ab4b327dc4ac8a48c9dc26ea0c958
Source dataset
uspto-grants-2016_06
Patent number
US09370517B2

Reaction notes

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