Hydrochloric Acid → HCID 54332763, compound

HRID 1004490Notes

Reaction equation

HRID 1004490 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].O=[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]1[CH2:13][CH2:14][NH:15][C:16](=[O:20])[CH:17]([CH3:19])[CH3:18].Cl.O>CO>[NH2:5][C:3]([NH:2][N:1]=[C:13]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:7]=1)[CH2:14][NH:15][C:16](=[O:20])[CH:17]([CH3:19])[CH3:18])=[S:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 2723789ThiosemicarbazideHCID 70263997HCID 70263997, compound

Product 1

HCID 54332763HCID 54332763, compoundYield 60.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thiosemicarbazide (2.22 g, 24.4 mmol) was added to a solution of N-(2-oxo-phenyl-ethyl)-2-methyl-propanamide (5.0 g, 24.4 mmol), prepared in the previous step, in 70 ml of methanol plus 6.75 ml of 1N HCl plus 6.25 ml of water and the reaction stirred at room temperature overnight. The solid formed was collected by filtration, rinsed with isopropyl alcohol and hexane, and then dried to give 4.12 g of a white solid. Recrystallization of this solid from isopropyl alcohol gave the title compound (3.15 g, 46%) as a white solid, mp 183-185° C.

Workup

  1. customThe solid formed
  2. filtrationwas collected by filtration
  3. washrinsed with isopropyl alcohol and hexane
  4. customdried

Sources & evidence

ORD record
ord-bf9e1328e6b046e1b7039670a2d27beb
Source dataset
uspto-grants-2000_04
Patent number
US06049006

Reaction notes

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