Benzenecarbothioic acid, 2,5-difluoro-, hydrazide → HCID 86639138, compound

HRID 2189945Notes

Reaction equation

HRID 2189945 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[C:4](=[S:7])[NH:5][NH2:6].[CH3:13][O:14][N:15]([CH2:23][CH2:24][C:25](=O)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19]>C(O)C>[F:1][C:2]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:3]=1[C:4]1[S:7][C:25]([CH2:24][CH2:23][N:15]([O:14][CH3:13])[C:16](=[O:22])[O:17][C:18]([CH3:20])([CH3:21])[CH3:19])([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[NH:6][N:5]=1

Participants

4

Reactant 2

HCID 55279024Benzenecarbothioic acid, 2,5-difluoro-, hydrazideHCID 86639137HCID 86639137, compound

Product 1

HCID 86639138HCID 86639138, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,5-difluorobenzothiohydrazide (0.500 g 2.66 mmol) and tert-butyl methoxy(3-oxo-3-phenylpropyl)carbamate (1.11 g, 3.99 mmol) was stirred together in ethanol (5 mL) for 30 hours. The reaction mixture was concentrated under reduced pressure, and the residue was chromatographed (20% ethyl acetate in hexanes) to provide die product (0.650 g, 1.45 mmol) that was used in the next step without further purification.

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-71143284e04a4b568c3fd7e23d5a37f3
Source dataset
uspto-grants-2012_12
Patent number
US08324257B2

Reaction notes

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