1,1,1-Trifluoro-2-isothiocyanatoethane → HCID 54220720, compound

HRID 2291334Notes

Reaction equation

HRID 2291334 reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH:11]=[N:10][C:9]([NH2:12])=[N:8]1)#[N:2].[F:13][C:14]([F:20])([F:19])[CH2:15][N:16]=[C:17]=[S:18]>C(#N)C>[F:13][C:14]([F:20])([F:19])[CH2:15][NH:16][C:17](=[S:18])[NH:12][C:9]1[N:10]=[CH:11][N:7]([CH2:6][CH2:5][CH2:4][CH2:3][C:1]#[N:2])[N:8]=1

Participants

4

Reactant 2

HCID 138837771,1,1-Trifluoro-2-isothiocyanatoethaneHCID 21279827HCID 21279827, compound

Product 1

HCID 54220720HCID 54220720, compoundYield 42.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The crude 1-(4-cyanobutyl)-3-amino-1,2,4-triazole (5.45 g.) in acetonitrile (80 ml.) was treated with 2,2,2-trifluoroethylisothiocyanate (4.4 g.) and the solution heated under reflux for 3.5 hours. Evaporation gave a white sticky solid which was triturated with ether/EtOH to give 5-(3-[3-(2,2,2-trifluoroethyl)thioureido]-1,2,4-triazol-1-yl)valeronitrile (4.04 g.) as a white solid, m.p. 136°-138°.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 3.5 hours
  3. customEvaporation
  4. customgave a white sticky solid which
  5. customwas triturated with ether/EtOH

Sources & evidence

ORD record
ord-4714e53a4dc145419b13bb424cd482a9
Source dataset
uspto-grants-1989_01
Patent number
US04795755

Reaction notes

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