Réaction #165834

ord-69524c100c5247dc8905c65244ff7dc6

Équation de réaction

CC(C)S(=O)(=O)c1ccc(-c2cnc(N)c(C(=O)NN)n2)cc1
3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazide
CC(=O)N=C=S
acetyl isothiocyanate
→
CC(=O)NC(=S)NNC(=O)c1nc(-c2ccc(S(=O)(=O)C(C)C)cc2)cnc1N
N-(2-(3-amino-6-(4-(isopropylsulfonyl)phenyl)pyrazine-2-carbonyl) hydrazinecarbonothioyl)ethanamide

Réactifs

CC(C)S(=O)(=O)c1ccc(-c2cnc(N)c(C(=O)NN)n2)cc1
3-amino-6-(4-isopropylsulfonylphenyl)pyrazine-2-carbohydrazide
CC(=O)N=C=S
acetyl isothiocyanate

Réactifs

Aucun

Solvants

ClCCCl
DCE

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Concentrationconcentrated in vacuo
  2. 2
    AutreUsed directly in the next step without further purification

Mode opératoire

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

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08841308B2uspto-grants-2014_09