Ethanamine, 2,2,2-trifluoro- → 1-[3-Fluoro-4-(2,2,2-trifluoroethoxy)benzyl)-3-(2,2,2-trifluoroethyl)thiourea

HRID 1493215Notes

Reaction equation

HRID 1493215 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14]([F:17])([F:16])[F:15])[CH2:5][N:6]=[C:7]=[S:8].[F:18][C:19]([F:23])([F:22])[CH2:20][NH2:21]>C(OCC)(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14]([F:17])([F:15])[F:16])[CH2:5][NH:6][C:7]([NH:21][CH2:20][C:19]([F:23])([F:22])[F:18])=[S:8]

Participants

4

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 147741933-Fluoro-4-(2,2,2-trifluoroethoxy)benzyl isothiocyanate

Product 1

HCID 147742131-[3-Fluoro-4-(2,2,2-trifluoroethoxy)benzyl)-3-(2,2,2-trifluoroethyl)thiourea

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3.15 g of 3-fluoro-4-(2,2,2-trifluoroethoxy)benzyl isothiocyanate and 1.5 ml of 2,2,2-trifluoroethylamine were dissolved in 20 ml of ethyl acetate, and the solution was left to stand for 24 hours. Ethyl acetate was evaporated under reduced pressure. The resulting white crystals were recrystallized from hexane to give 3.92 g of the desired 1-[3-fluoro-4-(2,2,2-trifluoroethoxy)benzyl)-3-(2,2,2-trifluoroethyl)thiourea.

Workup

  1. waitthe solution was left
  2. customEthyl acetate was evaporated under reduced pressure
  3. customThe resulting white crystals were recrystallized from hexane

Sources & evidence

ORD record
ord-4b6e70fbd8264daca69641f82cd545e6
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

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