4-Ethylphenyl isothiocyanate → HCID 86680886, compound

HRID 1914860Notes

Reaction equation

HRID 1914860 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([N:9]=[C:10]=[S:11])=[CH:5][CH:4]=1)[CH3:2].[NH2:12][C:13]1[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=1[OH:22]>CO>[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([NH:12][C:13]2[CH:18]=[C:17]([N+:19]([O-:21])=[O:20])[CH:16]=[CH:15][C:14]=2[OH:22])=[S:11])=[CH:5][CH:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 1404384-Ethylphenyl isothiocyanateHCID 36133892-Amino-4-Nitrophenol

Product 1

HCID 86680886HCID 86680886, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Ethylphenyl isothiocyanate (3.48 mmol, 1 eq) was added to 2-amino-4-nitrophenol (3.48 mmol, 1 eq) dissolved in 10 mL of methanol, and stirred at room temperature for 24 hours. The organic solvent was removed by evaporation under reduced pressure, and then the precipitate was filtered under reduced pressure with hexane to yield the title compound (a). Yellow-green powder (79%), mp 137-138° C.; 1H NMR (Acetone-d6 400 MHz) δ 9.475 (s, 1H), 9.351 (s, 1H), 8.755 (s, 1H), 7.968 (d, J=9.8 Hz, 1H), 7.464 (d, J=8.0 Hz, 2H), 7.282 (d, J=8.8 Hz, 2H), 7.089 (d, J=9.2 Hz, 1H), 2.658 (q, J=7.6 Hz, 2H), 1.225 (t, J=7.6 Hz, 3H).

Workup

  1. customThe organic solvent was removed by evaporation under reduced pressure
  2. filtrationthe precipitate was filtered under reduced pressure with hexane

Sources & evidence

ORD record
ord-727eadaa4c4344e7ad5a0ec282401e44
Source dataset
uspto-grants-2013_12
Patent number
US08614240B2

Reaction notes

Loading…