Ammonia → HCID 20202796, compound

HRID 978398Notes

Reaction equation

HRID 978398 reaction equation
[F:1][C:2]([F:22])([F:21])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9](/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][C:18]#[N:19])[N:8]=1.[NH3:23].O.CCOC(C)=O>CN(C=O)C.CCO>[F:1][C:2]([F:22])([F:21])[CH2:3][N:4]=[C:5]([NH2:23])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9](/[CH:13]=[CH:14]/[CH2:15][CH2:16][CH2:17][C:18]#[N:19])[N:8]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 20202803HCID 20202803, compoundHCID 22728543Water ethylacetate

Product 1

HCID 20202796HCID 20202796, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

The above thiourea (350 mg.) was dissolved in DMF (8 ml.) and 8M ammonia in EtOH (4 ml.). Mercuric oxide (1 g.) was added and the mixture stirred for 40 minutes, then poured into water/EtOAc 1:1 (100 ml.) and the resulting mixture filtered through diatomaceous earth. The EtOAc extract was dried (MgSO4) and evaporated in vacuo to give trans-6-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-yl]hex-5-enenitrile as a gum which was used without further purification.

Workup

  1. filtrationthe resulting mixture filtered through diatomaceous earth
  2. extractionThe EtOAc extract
  3. dry with materialwas dried (MgSO4)
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-cbab7c56f85140b88a205400dcf71eb0
Source dataset
uspto-grants-1987_05
Patent number
US04665073

Reaction notes

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