Hydrochloric Acid → HCID 54225406, compound

HRID 1004488Notes

Reaction equation

HRID 1004488 reaction equation
[NH2:1][NH:2][C:3]([NH2:5])=[S:4].O=[C:7]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:8][NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.Cl.O>CO>[NH2:5][C:3]([NH:2][N:1]=[C:7]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH2:8][NH:9][C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[S:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 259631BENZAMIDO ACETOPHENONEHCID 2723789Thiosemicarbazide

Product 1

HCID 54225406HCID 54225406, compoundYield 109.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Thiosemicarbazide (1.33 g, 14.6 mmol) was added to a solution of N-(2-oxo-2-phenyl-ethyl)-benzamide (3.5 g, 14.6 mmol), prepared in the previous step, in 53 ml of methanol plus 4 ml of 1N HCl plus 3.75 ml of water and the reaction stirred at room temperature overnight. The solvent was removed under reduced pressure to give 5.0 g of an off-white solid. Recrystallization of this solid from isopropyl alcohol gave the title compound (3.64 g, 80%) as a white solid, mp 171-172° C.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-42dec447dbd244d18e0d15038f94bcc0
Source dataset
uspto-grants-2000_04
Patent number
US06049006

Reaction notes

Loading…