2-Amino-4-methoxyphenol → HCID 178488270, compound

HRID 409297

Reaction equation

HRID 409297 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[OH:10].C(O[C:14]([S-])=[S:15])C.[K+]>N1C=CC=CC=1>[CH3:9][O:8][C:6]1[CH:5]=[CH:4][C:3]2[O:10][C:14]([SH:15])=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 14191082-Amino-4-methoxyphenolHCID 2735045Potassium ethylxanthate

Product 1

HCID 178488270HCID 178488270, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2-amino-4-methoxy-phenol (20.7 g, 0.15 mol), potassium O-ethylxanthate (26.2 g, 0.16 mol) and anhydrous pyridine was refluxed for two hours before it was cooled to room temperature and ice-cold 1N HCl (600 mL) was added. The precipitate was filtered, washed with water and dried in vacuo to give the title compound as a pale red solid (22.36 g): 1H NMR (CDCl3, 200 MHz): δ=7.20 (m, 1H), 6.78 (m, 2H), 3.82 (s, 3H).

Workup

  1. temperaturewas refluxed for two hours before it
  2. filtrationThe precipitate was filtered
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-fdecde3dde20405ca181579a9f1dc6ee
Source dataset
uspto-grants-2014_06
Patent number
US08759373B2

Linked notes

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