Benzenecarbothioic acid, 2,5-difluoro-, hydrazide → HCID 86639136, compound

HRID 2189943Notes

Reaction equation

HRID 2189943 reaction equation
O=[C:2]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:3][CH2:4][O:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10].[F:20][C:21]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:22]=1[C:23](=[S:26])[NH:24][NH2:25]>C(O)C>[F:20][C:21]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:22]=1[C:23]1[S:26][C:2]([CH2:3][CH2:4][O:5][NH:6][C:7](=[O:13])[O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH:25][N:24]=1

Participants

4

Reactant 2

HCID 55279024Benzenecarbothioic acid, 2,5-difluoro-, hydrazideHCID 86639135Tert-butyl 3-oxo-3-phenylpropoxycarbamate

Product 1

HCID 86639136HCID 86639136, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of tert-butyl 3-oxo-3-phenylpropoxycarbamate (1.09 g, 4.10 mmol) and 2,5-difluorobenzothiohydrazide (0.515 g, 2.74 mmol) in ethanol (3 mL) were stirred together at room temperature for 16 hours. The reaction mixture was concentrated under reduced pressure. The residue was chromatographed (20% ethyl acetate in hexanes) to provide the product as a white solid (0.94 g, 79% yield).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customThe residue was chromatographed (20% ethyl acetate in hexanes)

Sources & evidence

ORD record
ord-c1b4b220e3534baf866bcbacb537b442
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

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