Sulfuric Acid → HCID 57428967, compound

HRID 1842579Notes

Reaction equation

HRID 1842579 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([OH:8])[C:5]([CH2:9][C:10]#[CH:11])=[C:4]([OH:12])[N:3]=1.OS(O)(=O)=O>>[CH3:1][C:2]1[NH:7][C:6](=[O:8])[C:5]2[CH:9]=[C:10]([CH3:11])[O:12][C:4]=2[N:3]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 178439778HCID 178439778, compound

Product 1

HCID 57428967HCID 57428967, compound

Procedure

To a 50 mL flask was added 3 (1.64 g, 10 mmol) and 15 mL H2SO4 (conc.). The solution was stirred overnight and poured in to 100 mL distilled water and extracted by 3×30 mL CHCl3. The organic layer was pooled and concentrated to afford 1.36 (83%) of 4 as a yellow powder: TLC Rf0.35 (CHCl3/MeOH 6:1); mp>300° C.; 1H NMR (DMSO-d6) δ 2.42 (s, 3 H), 2.44 (s, 3 H), 6.63 (s, 1 H), 12.50 (s, 1 H).

Workup

  1. additionpoured in to 100 mL
  2. distillationdistilled water
  3. extractionextracted by 3×30 mL CHCl3
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-f2ff8535fcd447d0a67845c595ec5e5b
Source dataset
uspto-grants-2015_02
Patent number
US08946239B2

Reaction notes

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