Ammonium Hydroxide → Benzhydrylthioacetamide

HRID 230769Notes

Reaction equation

HRID 230769 reaction equation
[NH4+:1].[Cl-].[NH4+].[OH-].[CH:5]([CH2:18][C:19]([O-])=[S:20])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CO.O>[CH:5]([CH2:18][C:19]([NH2:1])=[S:20])([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 25517Ammonium ChlorideHCID 178526171HCID 178526171, compound

Product 1

HCID 22066262BenzhydrylthioacetamideYield 88.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

To a solution of NH4Cl (0.29 mol, 2.0 eq) and NH4OH (300 ml) in methanol (200 mL) was added a solution of benzhydrylthioacetate (38.2 g, 0.145 mol) in methanol (50 ml) maintaining the temperature below 20° C. The reaction was stirred for 1 hour and diluted with water (100 ml) resulting in the formation of a precipitate. The precipitate was collected, washed with water and dried to give benzhydrylthioacetamide (31 g) as colorless solid.

Workup

  1. temperaturemaintaining the temperature below 20° C
  2. customresulting in the formation of a precipitate
  3. customThe precipitate was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-cbef3724395248a2ba48d20d2eade867
Source dataset
uspto-grants-2009_07
Patent number
US07566805B2

Reaction notes

Loading…