Quinone → HCID 13853736, compound

HRID 979291Notes

Reaction equation

HRID 979291 reaction equation
[C:1]1(=[O:8])[CH:6]=[CH:5][C:4](=O)[CH:3]=[CH:2]1.[NH2:9][C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[SH:18]>CO>[CH3:17][O:16][C:15]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:10]=1[N:9]=[C:4]1[C:3](=[CH:2][C:1](=[O:8])[CH:6]=[CH:5]1)[S:18]2

Participants

4

Reactant 2

HCID 4650QuinoneHCID 126318592-Amino-3-methoxybenzene-1-thiol

Product 1

HCID 13853736HCID 13853736, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a suspension of p-benzoquinone (3.0 g) in 15 ml methanol was added 2-amino-3-methoxythiophenol (2.2 g) dissolved in 10 ml methanol. The mixture was stirred at room temperature for 45 minutes and concentrated in vacuo. The residue was triturated with ether and filtered. The resulting dark solid was chromatographed on silica gel and eluted with EtOAc, to afford the desired compound, m.p. 206°-207°.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was triturated with ether
  3. filtrationfiltered
  4. customThe resulting dark solid was chromatographed on silica gel
  5. washeluted with EtOAc

Sources & evidence

ORD record
ord-91014a185122430ba7a71587985786f0
Source dataset
uspto-grants-1987_05
Patent number
US04667032

Reaction notes

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