Ammonium Hydroxide → 2-(Phenylthio)benzamide

HRID 973254Notes

Reaction equation

HRID 973254 reaction equation
[C:1]1([S:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10](Cl)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1(SC2C=CC=CC=2C(O)=O)C=CC=CC=1.S(Cl)(Cl)=O.[OH-].[NH4+:38]>CC(C)=O>[C:1]1([S:7][C:8]2[CH:16]=[CH:15][CH:14]=[CH:13][C:9]=2[C:10]([NH2:38])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 14923Ammonium HydroxideHCID 152102-(Phenylthio)benzoic acidHCID 24386Thionyl ChlorideHCID 2913222-(Phenylsulfanyl)benzoyl chloride

Product 1

HCID 27286322-(Phenylthio)benzamide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the procedure described in Example 1, 2-(phenylthio)benzoyl chloride is prepared from 0.065 mole of 2-(phenylthio)benzoic acid and excess thionyl chloride. A solution of the oily acid chloride in 50 ml. of acetone is added dropwise with stirring to 100 ml. of concentrated ammonium hydroxide. The mixture is heated to refluxing for 3 hours. On cooling, the product separates and is collected.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto refluxing for 3 hours
  3. temperatureOn cooling
  4. customthe product separates and is collected

Sources & evidence

ORD record
ord-3415b362da9d4ea796be2dab6ef3fe64
Source dataset
uspto-grants-1977_10
Patent number
US04055665

Reaction notes

Loading…