Hydrochloric Acid → HCID 54260285, compound

HRID 429177Notes

Reaction equation

HRID 429177 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].[CH3:6][NH:7][C:8](=[O:19])[CH2:9][CH2:10][C:11](=O)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl.O>CO>[NH2:5][C:3]([NH:2][N:1]=[C:11]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[CH2:10][CH2:9][C:8]([NH:7][CH3:6])=[O:19])=[S:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 570659HCID 570659, compoundHCID 2723789Thiosemicarbazide

Product 1

HCID 54260285HCID 54260285, compoundYield 98.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thiosemicarbazide (2.60 g, 28.5 mmol) was added to a solution of N-methyl4-oxo-4-phenyl-butyramide (3.33 g, 17.4 mmol), prepared in the previous step, in 60 ml of methanol plus 4.7 ml of 1 N HCl plus 4.7 ml of water and the reaction stirred at room temperature for 22 hours. The reaction was submerged in an ice bath and a solid precipitated. The solid was collected by filtration and dried to give 4.55 g of a white solid. The solid was triturated with water and then dried to give the title compound (4.10 g, 89%) as a white solid, mp 205-207° C.

Workup

  1. customThe reaction was submerged in an ice bath
  2. customa solid precipitated
  3. filtrationThe solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-fa06a480dc864b5189ca37681e748876
Source dataset
uspto-grants-2001_11
Patent number
US06316467B1

Reaction notes

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