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

HRID 364301Notes

Reaction equation

HRID 364301 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-e34431ff9e734759a50ad4fe84090edc
Source dataset
uspto-grants-1986_08
Patent number
US04604465

Reaction notes

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