Acetyl isothiocyanate → N-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonothioyl)ethanamide

HRID 78652

Reaction equation

HRID 78652 reaction equation
[NH2:1][C:2]1[C:3]([C:20]([NH:22][NH2:23])=[O:21])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([S:14]([CH:17]([CH3:19])[CH3:18])(=[O:16])=[O:15])=[CH:10][CH:9]=2)=[CH:6][N:7]=1.[C:24]([N:27]=[C:28]=[S:29])(=[O:26])[CH3:25]>ClCCCl>[NH2:1][C:2]1[C:3]([C:20]([NH:22][NH:23][C:28]([NH:27][C:24](=[O:26])[CH3:25])=[S:29])=[O:21])=[N:4][C:5]([C:8]2[CH:9]=[CH:10][C:11]([S:14]([CH:17]([CH3:19])[CH3:18])(=[O:15])=[O:16])=[CH:12][CH:13]=2)=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 128851Acetyl isothiocyanateHCID 594716323-Amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazide

Product 1

HCID 59471667N-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl)hydrazinecarbonothioyl)ethanamide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazide (100 mg, 0.2982 mmol), acetyl isothiocyanate (30.16 mg, 26.20 μL, 0.2982 mmol) and dry DCE (2.000 mL) were stirred at ambient temperature for 2 h and then concentrated in vacuo. Used directly in the next step without further purification; MS (ES+) 437.20

Workup

  1. concentrationconcentrated in vacuo
  2. customUsed directly in the next step without further purification

Sources & evidence

ORD record
ord-69524c100c5247dc8905c65244ff7dc6
Source dataset
uspto-grants-2014_09
Patent number
US08841308B2

Linked notes

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