Ammonia → 3-[2-(2,2,2-Trifluoroethyl)guanidino]-1-(2-cyanoethyl)pyrazole

HRID 34802Notes

Reaction equation

HRID 34802 reaction equation
[F:1][C:2]([F:18])([F:17])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][C:14]#[N:15])[N:8]=1.[NH3:19]>CO>[F:1][C:2]([F:18])([F:17])[CH2:3][N:4]=[C:5]([NH2:19])[NH:6][C:7]1[CH:11]=[CH:10][N:9]([CH2:12][CH2:13][C:14]#[N:15])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 54298987HCID 54298987, compound

Product 1

HCID 212988793-[2-(2,2,2-Trifluoroethyl)guanidino]-1-(2-cyanoethyl)pyrazole

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3-[3-(2,2,2-trifluoroethyl)thioureido]-1-(2-cyanoethyl)pyrazole (2.8 g.), yellow mercuric oxide (4.0 g.), methanol (100 ml.) and saturated ethanolic ammonia solution (10 ml.) was stirred at room temperature for 2 hours and then filtered. The filtrate was evaporated to dryness and the residue partitioned between ether and water. The ether phase was dried and evaporated to give 3-[2-(2,2,2-trifluoroethyl)guanidino]-1-(2-cyanoethyl)pyrazole characterised as the hydrogen maleate, m.p. 141°-142° after recrystallisation from acetone.

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue partitioned between ether and water
  4. dry with materialThe ether phase was dried
  5. customevaporated

Sources & evidence

ORD record
ord-ae2accd45e4447d596468c0c53511bf7
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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