HCID 67006608, compound → HCID 59783603, compound

HRID 1946592Notes

Reaction equation

HRID 1946592 reaction equation
C[O:2][C:3]([C:5]1[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=1[O:7][C:8]1[S:12][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:10][C:9]=1[N+:17]([O-])=O)=O>C(O)(=O)C.[Fe]>[O:2]=[C:3]1[C:5]2[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=2[O:7][C:8]2[S:12][C:11]([C:13]([O:15][CH3:16])=[O:14])=[CH:10][C:9]=2[NH:17]1

Participants

4

Reactant 1

HCID 67006608HCID 67006608, compound

Product 1

HCID 59783603HCID 59783603, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Conditions

Temperature
85 °C

Procedure

To a stirring solution of compound 118 (1.918 g, 5.69 mmol) in acetic acid was added iron (2.223 g, 39.8 mmol) and the reaction mixture was stirred at 85° C. for 1 h then at 100° C. for 1 h. The mixture was cooled to room temperature, poured into 150 mL of ice-cold water and the resulting white precipitate was filtered to afford title compound 119 (1.261 g, 81%) as a beige solid. LRMS (ESI): (calc) 275.03 (found) 276.2 (MH)+.

Workup

  1. waitat 100° C. for 1 h
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe resulting white precipitate was filtered

Sources & evidence

ORD record
ord-4d60befbeb704481a09d5e5153277a3e
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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