1,1,1-Trifluoro-2-isothiocyanatoethane → HCID 20202842, compound

HRID 543774Notes

Reaction equation

HRID 543774 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][S:9][CH2:10][CH2:11][C:12]#[N:13])[N:3]=1.[F:14][C:15]([F:21])([F:20])[CH2:16][N:17]=[C:18]=[S:19]>C(#N)C>[F:14][C:15]([F:21])([F:20])[CH2:16][NH:17][C:18](=[S:19])[NH:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([CH2:8][S:9][CH2:10][CH2:11][C:12]#[N:13])[N:3]=1

Participants

4

Reactant 2

HCID 138837771,1,1-Trifluoro-2-isothiocyanatoethaneHCID 20202833HCID 20202833, compound

Product 1

HCID 20202842HCID 20202842, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-(4-aminopyrimid-2-ylmethylthio)propionitrile (1.7 g.) in acetonitrile (40 ml.) was added 2,2,2-trifluoroethylisothiocyanate (2 ml.) and the solution heated under reflux for 17 hours. The acetonitrile was evaporated in vacuo and the residue dissolved in EtOAc, treated with decolourising carbon, filtered and evaporated to give 3-[4-(3-[2,2,2-trifluoroethyl]thioureido)pyrimid-2-ylmethylthio]propionitrile as an orange solid, m.p. 108°-110°.

Workup

  1. temperaturethe solution heated
  2. temperatureunder reflux for 17 hours
  3. customThe acetonitrile was evaporated in vacuo
  4. dissolutionthe residue dissolved in EtOAc
  5. additiontreated with decolourising carbon
  6. filtrationfiltered
  7. customevaporated

Sources & evidence

ORD record
ord-46b46ca614ce48d28e04e730bbf24eb3
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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