Carbon Disulfide → HCID 178477630, compound

HRID 33145Notes

Reaction equation

HRID 33145 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8]([CH2:11][CH3:12])(=[O:10])=[O:9])[CH:5]=[CH:4][C:3]=1[OH:13].[OH-].[K+].[C:16](=S)=[S:17]>C(O)C>[CH2:11]([S:8]([C:6]1[CH:5]=[CH:4][C:3]2[O:13][C:16]([SH:17])=[N:1][C:2]=2[CH:7]=1)(=[O:10])=[O:9])[CH3:12]

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 6432182-Amino-4-(ethylsulphonyl)phenol

Product 1

HCID 178477630HCID 178477630, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

100 mmol 1-amino-5-ethylsulfonyl-2-hydroxybenzene were dissolved in 200 ml of ethanol and 150 ml of carbon disulfide. 120 mmol of potassium hydroxide was added and the mixture refluxed over night. The solvent was evaporated, the residue treated with 1 M hydrochloric acid, extracted with ethyl acetate and dried. Evaporation gave the crude product which was recrystallized from ethyl acetate to yield the title compound as yellowish solid.

Workup

  1. temperaturethe mixture refluxed over night
  2. customThe solvent was evaporated
  3. additionthe residue treated with 1 M hydrochloric acid
  4. extractionextracted with ethyl acetate
  5. customdried
  6. customEvaporation
  7. customgave the crude product which
  8. customwas recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-614ffab6eb7144a09a5650a35640883c
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Reaction notes

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