Ammonia → 4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(2-phthalimidoethylthio)pyrimidine

HRID 34799Notes

Reaction equation

HRID 34799 reaction equation
[F:1][C:2]([F:29])([F:28])[CH2:3][NH:4][C:5](=S)[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][N:16]2[C:20](=[O:21])[C:19]3=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]3[C:17]2=[O:26])[N:8]=1.[NH3:30]>CN(C)C=O>[F:1][C:2]([F:29])([F:28])[CH2:3][N:4]=[C:5]([NH2:30])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][N:16]2[C:20](=[O:21])[C:19]3=[CH:22][CH:23]=[CH:24][CH:25]=[C:18]3[C:17]2=[O:26])[N:8]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 538952134-[3-(2,2,2-Trifluoroethyl)thioureido]-2-(2-phthalimidoethylthio)pyrimidine

Product 1

HCID 212987304-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(2-phthalimidoethylthio)pyrimidine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 4-[3-(2,2,2-trifluoroethyl)thioureido]-2-(2-phthalimidoethylthio)pyrimidine (0.65 g.), dimethylformamide (10 ml.), ethanolic ammonia solution (5 ml.) and yellow mercuric oxide was stirred at room temperature for 4 hours. The mixture was filtered and the filtrate evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(2-phthalimidoethylthio)pyrimidine (0.62 g.), m.p. 192°-195°.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-03681405e5ce42b69f7220d7e738b302
Source dataset
uspto-grants-1988_08
Patent number
US04762932

Reaction notes

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