Ammonia → 4-[2-(2-[2,2,2-Trifluoroethyl]guanidino)pyrid-6-ylthio]butyronitrile

HRID 2291321Notes

Reaction equation

HRID 2291321 reaction equation
[F:1][C:2]([F:21])([F:20])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1.[NH3:22]>CCO>[F:1][C:2]([F:21])([F:20])[CH2:3][N:4]=[C:5]([NH2:22])[NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 537498974-[2-(3-[2,2,2-Trifluoroethyl]thioureido)pyrid-6-ylthio]butyronitrile

Product 1

HCID 212797494-[2-(2-[2,2,2-Trifluoroethyl]guanidino)pyrid-6-ylthio]butyronitrile

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-[2-(3-[2,2,2-trifluoroethyl]thioureido)pyrid-6-ylthio]butyronitrile (29 g.), yellow mercuric oxide (29 g.) and a saturated solution of ammonia in EtOH (100 ml.) was stirred at room temperature for 24 hours and then filtered. The filtrate was evaporated to dryness and the residue triturated with petroleum ether (b.p. 60°-80°) and collected to give 4-[2-(2-[2,2,2-trifluoroethyl]guanidino)pyrid-6-ylthio]butyronitrile (24 g.), m.p. 89°-91°.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue triturated with petroleum ether (b.p. 60°-80°)
  4. customcollected

Sources & evidence

ORD record
ord-d116a4c989cc4fb8b8e39baf6176460c
Source dataset
uspto-grants-1989_01
Patent number
US04795755

Reaction notes

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