4-Aminophenol → 62812-90-2

HRID 1415303Notes

Reaction equation

HRID 1415303 reaction equation
[C:1](=[S:3])=[S:2].[CH2:4]([N:6]([CH2:9][CH3:10])[CH2:7][CH3:8])[CH3:5].[CH:11]1[C:16]([NH2:17])=[CH:15][CH:14]=[C:13]([OH:18])[CH:12]=1>C(O)C>[OH:18][C:13]1[CH:14]=[CH:15][C:16]([NH:17][C:1](=[S:3])[S-:2])=[CH:11][CH:12]=1.[CH2:4]([NH+:6]([CH2:9][CH3:10])[CH2:7][CH3:8])[CH3:5]

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 6348Carbon DisulfideHCID 8471Triethylamine

Product 1

HCID 13635466162812-90-2

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of carbon disulfide (13.8 g) in absolute ethanol (100 ml) is added to a mixture of triethylamine (18.5 g), p-aminophenol (20 g) and absolute ethanol (400 ml). After the addition is completed, the reaction exotherms from 24° C to 29° C over a period of one hour and a tan solid is formed. The mixture is stirred one additional hour, cooled and filtered. Yield 39.8 g, of a tan solid (76% of theory), melting point 214° C to 217° C.

Workup

  1. additionAfter the addition
  2. customa tan solid is formed
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-78dbc8f86f164e55a77895920809b5ce
Source dataset
uspto-grants-1977_01
Patent number
US04004019

Reaction notes

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