Dimethylformamide → HCID 20202805, compound

HRID 543775Notes

Reaction equation

HRID 543775 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][N:10]=[C:9]([CH2:13][S:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1.C[N:23](C=O)C>N.CCO.CCOC(C)=O.O>[F:1][C:2]([F:21])([F:20])[CH2:3][N:4]=[C:5]([NH2:23])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH2:13][S:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1

Participants

6

Reactant 2

HCID 6228DimethylformamideHCID 20202842HCID 20202842, compound

Product 1

HCID 20202805HCID 20202805, compound

Reagents, catalysts & solvents 3

HCID 222AmmoniaSolventHCID 702EthanolSolventHCID 22728543Water ethylacetateSolvent

Procedure

The above thiourea (1 g.) in DMF (10 ml.) and 8 M ammonia in EtOH (10 ml.) was treated with mercuric oxide (3 g.). The mixture was stirred for 40 minutes, diluted with EtOAc/water 1:1 v/v (100 ml.) and filtered through diatomaceous earth. The EtOAc extract was dried (MgSO4) and evaporated in vacuo to give 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylmethylthio]propionitrile as an oil, which was used without further purification.

Workup

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

Sources & evidence

ORD record
ord-59aada254b6140199cf2891b2b13f7cf
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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