O-Phenylenediamine → 2-[2-(2,2,2-Trifluoroethyl)-guanidino]-4-[4-(3-[2-aminophenyl]thioureido)butyl]thiazole

HRID 34815Notes

Reaction equation

HRID 34815 reaction equation
[F:1][C:2]([F:21])([F:20])[CH2:3][N:4]=[C:5]([NH2:19])[NH:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][N:16]=[C:17]=[S:18])[N:11]=1.[C:22]1([NH2:29])[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[NH2:28]>>[F:21][C:2]([F:1])([F:20])[CH2:3][N:4]=[C:5]([NH2:19])[NH:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([NH:28][C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=2[NH2:29])=[S:18])[N:11]=1

Participants

3

Reactant 2

HCID 7243O-PhenylenediamineHCID 212987892-[2-(2,2,2-Trifluoroethyl)guanidino]-(4-isothiocyanatobutyl)thiazole

Product 1

HCID 212986982-[2-(2,2,2-Trifluoroethyl)-guanidino]-4-[4-(3-[2-aminophenyl]thioureido)butyl]thiazole

Procedure

A mixture of 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-(4-isothiocyanatobutyl)thiazole (0.33 g.) and o-phenylenediamine in alcohol (5 ml.) was heated under reflux for 2 hours. Evaporation of the reaction mixture to dryness gave 2-[2-(2,2,2-trifluoroethyl)guanidino]-4-[4-(3-[2-aminophenyl]thioureido)butyl]thiazole as an oil which was used without further purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. customEvaporation of the reaction mixture to dryness

Sources & evidence

ORD record
ord-7214a9f8f68b469d8b052d0ae456dbe1
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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