HCID 59783772, compound → HCID 59783830, compound

HRID 718061Notes

Reaction equation

HRID 718061 reaction equation
[O:1]=[C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][C:5]2[S:13][C:14](C(O)=O)=[CH:15][C:4]=2[NH:3]1>C(O)(=O)C>[S:13]1[C:5]2[O:6][C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[C:2](=[O:1])[NH:3][C:4]=2[CH:15]=[CH:14]1

Participants

3

Reactant 1

HCID 59783772HCID 59783772, compound

Product 1

HCID 59783830HCID 59783830, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a stirring solution of compound 120 (0.801 g, 3.07 mmol) in acetic acid (30 mL) was added mercuric oxide (red) (0.664 g, 3.07 mmol) and the reaction mixture was stirred at reflux for 8 hours. The mixture was then cooled to room temperature and poured into ice-cold water (75 mL). The resulting solid was filtered and triturated in ethanol to afford title compound 121 (0.527 g, 79%) as a beige solid. LRMS (ESI): (calc) 217.02. (found) 217.9 (MH)+. 1H NMR (DMSO-d6) δ (ppm): 10.45 (s, 1H), 7.80 (d, J=7.6 Hz, 1H), 7.59 (t, J=7.2 Hz, 1H), 7.33 (t, J=7.4 Hz, 1H), 7.25 (d, J=8.0 Hz, 1H), 6.99 (d, J=6.1 Hz, 1H), 6.63 (d, J=6.1 Hz, 1H).

Workup

  1. temperatureat reflux for 8 hours
  2. filtrationThe resulting solid was filtered
  3. customtriturated in ethanol

Sources & evidence

ORD record
ord-bfec72e5c3114a34a2f444701ab4a3e9
Source dataset
uspto-grants-2015_11
Patent number
US09193749B2

Reaction notes

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