Ethanamine, 2,2,2-trifluoro- → 1-(4-Pentafluoroethylbenzyl)-3-(2,2,2-trifluoroethyl)thiourea

HRID 1493209Notes

Reaction equation

HRID 1493209 reaction equation
[F:1][C:2]([F:17])([C:7]1[CH:16]=[CH:15][C:10]([CH2:11][N:12]=[C:13]=[S:14])=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4].[F:18][C:19]([F:23])([F:22])[CH2:20][NH2:21]>C(OCC)(=O)C>[F:17][C:2]([F:1])([C:7]1[CH:16]=[CH:15][C:10]([CH2:11][NH:12][C:13]([NH:21][CH2:20][C:19]([F:23])([F:22])[F:18])=[S:14])=[CH:9][CH:8]=1)[C:3]([F:6])([F:5])[F:4]

Participants

4

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 147741874-Pentafluoroethylbenzyl isothiocyanate

Product 1

HCID 147741971-(4-Pentafluoroethylbenzyl)-3-(2,2,2-trifluoroethyl)thioureaYield 90.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2.1 g of 4-pentafluoroethylbenzyl isothiocyanate and 0.78 g of 2,2,2-trifluoroethylamine were dissolved in 20 ml of ethyl acetate, and the solution was left to stand at room temperature for 24 hours. Ethyl acetate was evaporated under reduced pressure. The resulting white crystals were recrystallized from hexane to give 2.6 g of the captioned compound.

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-b103b07c465049a29e88a8e8d4932d88
Source dataset
uspto-grants-1991_06
Patent number
US05021412

Reaction notes

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