Triethylamine → 2-[3-(5-Fluoro-2-methylphenyl)-thioureido]acetamide

HRID 1449610Notes

Reaction equation

HRID 1449610 reaction equation
Cl.[NH2:2][CH2:3][C:4]([NH2:6])=[O:5].[F:7][C:8]1[CH:9]=[CH:10][C:11]([CH3:17])=[C:12]([N:14]=[C:15]=[S:16])[CH:13]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[F:7][C:8]1[CH:9]=[CH:10][C:11]([CH3:17])=[C:12]([NH:14][C:15](=[S:16])[NH:2][CH2:3][C:4]([NH2:6])=[O:5])[CH:13]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5194435-Fluoro-o-tolyl IsothiocyanateHCID 2723639Glycinamide hydrochloride

Product 1

HCID 541319612-[3-(5-Fluoro-2-methylphenyl)-thioureido]acetamideYield 78.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of glycinamide hydrochloride (4.42 g), 5-fluoro-2-methylphenylisothiocyanate (6.68 g), triethyl amine (4.1 g), and chloroform (150 mL) was stirred at ambient temperature for 18 hours. The precipitate was collected by filtration, washed with chloroform and air dried to give 2-[3-(5-Fluoro-2-methylphenyl)-thioureido]acetamide (7.6 g), m.p. 172°-174° C. (dec.). This compound was used without further purification in the next paragraph.

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with chloroform and air
  3. customdried

Sources & evidence

ORD record
ord-4ebcb12ba10641d1bef9ec3fcdf9abc5
Source dataset
uspto-grants-1997_02
Patent number
US05599829

Reaction notes

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