Propionic Acid → HCID 57526999, compound

HRID 1452561Notes

Reaction equation

HRID 1452561 reaction equation
[Cl:1][CH:2]([Cl:9])[C:3](=O)[CH2:4][CH2:5][CH2:6][CH3:7].[CH3:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([NH:20][NH2:21])(=[O:19])=[O:18])=[CH:13][CH:12]=1.C(O)(=O)CC>>[Cl:1][CH:2]([Cl:9])/[C:3](=[N:21]/[NH:20][S:17]([C:14]1[CH:15]=[CH:16][C:11]([CH3:10])=[CH:12][CH:13]=1)(=[O:18])=[O:19])/[CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 1032Propionic AcidHCID 15303P-ToluenesulfonylhydrazideHCID 175551,1-Dichloro-2-hexanone2×

Product 1

HCID 57526999HCID 57526999, compoundYield 43.4%

Conditions

Temperature
60 °C

Procedure

1,1-Dichlorohexan-2-one (Intermediate 5) (45.3 mg, 0.27 mmol) and 4-methylbenzenesulfonohydrazide (50 mg, 0.27 mmol) were added to propionic acid (0.5 ml) and then heated to 60° C. for 4 hours. The reaction mixture was then heated to 100° C. for 5 minutes and allowed to cool to room temperature overnight. Hexanes (20 ml) were added and the precipitate was filtered under nitrogen to yield the title compound (39.5 mg).

Workup

  1. temperatureThe reaction mixture was then heated to 100° C. for 5 minutes
  2. temperatureto cool to room temperature overnight
  3. filtrationthe precipitate was filtered under nitrogen

Sources & evidence

ORD record
ord-62fb43c1f4d444cdb08937f884412801
Source dataset
uspto-grants-2009_01
Patent number
US07473699B2

Reaction notes

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