Reaction #2329062

ord-021c029bce1546fcbb08c4744d81a541

Reaction equation

Cc1c(Cl)cccc1S(=O)(=O)NC(N)=S
N-(aminocarbonothioyl)-3-chloro-2-methylbenzenesulfonamide
COC(=O)CC(Br)C=O
methyl 3-bromo-4-oxobutanoate
COC(=O)Cc1cnc(NS(=O)(=O)c2cccc(Cl)c2C)s1
methyl (2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-5-yl)acetate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherwere irradiated in a microwave oven for 2.5 min at 130° C
  2. 2
    OtherThe solvent was removed under reduced pressure
  3. 3
    Otherthe product separated from the starting materials

Procedure

N-(aminocarbonothioyl)-3-chloro-2-methylbenzenesulfonamide (0.4 g, 1.5 mmol) and methyl 3-bromo-4-oxobutanoate (0.3 g, 1.5 mmol), dissolved in pyridine (5 mL), were irradiated in a microwave oven for 2.5 min at 130° C. The solvent was removed under reduced pressure and the product separated from the starting materials using preparative HPLC (yield 0.2 g, 30%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07671051B2uspto-grants-2010_03