4-Aminothiophenol → HCID 21511729, compound

HRID 1576273Notes

Reaction equation

HRID 1576273 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.CO[CH:11]1[CH2:15][CH2:14][CH:13](OC)O1.[OH-].[Na+]>C(O)(=O)C>[SH:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]2[CH:11]=[CH:15][CH:14]=[CH:13]2)=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 145104-AminothiophenolHCID 14798Sodium HydroxideHCID 790982,5-Dimethoxytetrahydrofuran

Product 1

HCID 21511729HCID 21511729, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A 1-liter 3-neck flask equipped with stirrer, condenser, heating mantle, addition funnel and thermometer is charged with 25 g (0.2 mole) of 4-aminothiophenol, 26.4 g (0.2 mole) of 2,5-dimethoxytetrahydrofuran, and 150 ml of glacial acetic acid. The reaction mass is refluxed for 30 minutes, cooled and made alkaline to a pH of 9 with 130 ml of 50% aqueous sodium hydroxide while maintaining the temperature of the reaction mixture below 25°C with a cooling bath.

Workup

  1. customA 1-liter 3-neck flask equipped with stirrer, condenser
  2. temperatureheating
  3. additionmantle, addition funnel and thermometer
  4. temperatureThe reaction mass is refluxed for 30 minutes
  5. temperaturecooled
  6. temperaturewhile maintaining the temperature of the reaction mixture below 25°C with a cooling bath

Sources & evidence

ORD record
ord-8a39347e24394f05b3e9b2d8e1c61ff5
Source dataset
uspto-grants-1976_09
Patent number
US03980089

Reaction notes

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