Propionic Acid → HCID 57526999, compound

HRID 1452564Notes

Reaction equation

[Cl:1][CH:2]([Cl:7])[C:3](=O)[CH2:4][CH3:5].[CH3:8][C:9]1[CH:14]=[CH:13][C:12]([S:15]([NH:18][NH2:19])(=[O:17])=[O:16])=[CH:11][CH:10]=1.[C:20](O)(=O)[CH2:21]C>>[Cl:1][CH:2]([Cl:7])/[C:3](=[N:19]/[NH:18][S:15]([C:12]1[CH:13]=[CH:14][C:9]([CH3:8])=[CH:10][CH:11]=1)(=[O:17])=[O:16])/[CH2:4][CH2:5][CH2:20][CH3:21]

Participants

Reactant 3

HCID 1032Propionic Acid

HCID 15303P-Toluenesulfonylhydrazide

HCID 30837741,1-Dichloro-2-butanone

Product 1

HCID 57526999HCID 57526999, compound

Conditions

Temperature: 80 °C

Procedure

1,1-Dichlorobutan-2-one (CAS Registry Number 2648-56-8) (210 mg, 1.49 mmol) and 4-methylbenzenesulfonohydrazide (268 mg, 1.49 mmol) were added to propionic acid (3 ml), heated to 80° C. for 5 hours and then allowed to cool to room temperature overnight. Hexanes (20 ml) were added and the precipitate was filtered under nitrogen to yield the title compound (100 mg).

Workup

temperatureto cool to room temperature overnight
filtrationthe precipitate was filtered under nitrogen

Sources & evidence

ORD record: ord-537a483c62494933bd972472b08f3bed
Source dataset: uspto-grants-2009_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07473699B2

Reaction notes

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