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

HRID 1417733Notes

Reaction equation

HRID 1417733 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-methylphenyl-isothiocyanate (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-f9e07a0463e44287902e922c7fe04d14
Source dataset
uspto-grants-1999_03
Patent number
US05877324

Reaction notes

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