Ammonia → Benzhydrylthioacetamide

HRID 1447645Notes

Reaction equation

HRID 1447645 reaction equation
[NH3:1].[CH:2]([CH2:15][C:16](Cl)=[S:17])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>O.C(Cl)Cl>[CH:2]([CH2:15][C:16]([NH2:1])=[S:17])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 222AmmoniaHCID 18769441Benzhydrylthioacetyl chloride

Product 1

HCID 22066262BenzhydrylthioacetamideYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

35 ml of ammonia in 40 ml of water are introduced into a three-necked flask provided with a condenser and a dropping funnel and the benzhydrylthioacetyl chloride dissolved in about 100 ml of methylene chloride is added drop by drop. Once the addition is complete, the organic phase is washed with a dilute solution of soda and dried over Na2SO4, the solvent is evaporated and the residue is taken up in diisopropyl ether; in this way, the benzhydrylthioacetamide is crystallised. 16.8 g of product (yield=86%) are obtained.

Workup

  1. customprovided with a condenser and a dropping funnel
  2. additionis added drop by drop
  3. additionOnce the addition
  4. washthe organic phase is washed with a dilute solution of soda
  5. dry with materialdried over Na2SO4
  6. customthe solvent is evaporated
  7. customin this way, the benzhydrylthioacetamide is crystallised

Sources & evidence

ORD record
ord-6a28b1ce8efc4f119f9f8b2abce79ac7
Source dataset
uspto-grants-1979_12
Patent number
US04177290

Reaction notes

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