Hydrochloric Acid → HCID 53850987, compound

HRID 413204Notes

Reaction equation

HRID 413204 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].O=[C:7]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH2:8][CH2:9][C:10]([N:12]([CH3:14])[CH3:13])=[O:11].Cl.O>CO>[NH2:5][C:3]([NH:2][N:1]=[C:7]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH2:8][CH2:9][C:10]([N:12]([CH3:14])[CH3:13])=[O:11])=[S:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 272167N,N-Dimethyl-4-oxo-4-phenylbutanamideHCID 2723789Thiosemicarbazide

Product 1

HCID 53850987HCID 53850987, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thiosemicarbazide (2.75 g, 30.2 mmol) was added to a solution of 4-oxo-N,N-dimethyl-4-phenyl-butyramide (3.80 g, 18.5 mmol), prepared in the previous step, in 65 ml of methanol plus 5 ml of 1 N HCl plus 5 ml of water and the reaction stirred at room temperature for 28 hours. The solid present was collected by filtration to give4.76 g of a white solid. The solid was triturated with water and then dried to give the title compound (4.53 g, 88%) as a white solid, mp 173-175° C.

Workup

  1. filtrationThe solid present was collected by filtration to give4
  2. customThe solid was triturated with water
  3. customdried

Sources & evidence

ORD record
ord-6b62dd3040cc4687a9765031db8f4791
Source dataset
uspto-grants-2003_05
Patent number
US06566375B1

Reaction notes

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