Sulfuric Acid → HCID 13883806, compound

HRID 978372Notes

Reaction equation

HRID 978372 reaction equation
[F:1][C:2]([F:21])([F:20])[CH2:3][N:4]=[C:5]([NH2:19])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1.[OH:22]S(O)(=O)=O.[OH-].[Na+]>O>[F:21][C:2]([F:1])([F:20])[CH2:3][N:4]=[C:5]([NH2:19])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]([NH2:18])=[O:22])[N:8]=1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 21279772HCID 21279772, compound

Product 1

HCID 13883806HCID 13883806, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyronitrile (0.14 g.) and concentrated H2SO4 was left at room temperature for 3 hours and then diluted with crushed ice and water. The solution was basified with 10N aqueous NaOH and the mixture extracted three time with EtOAc. The combined extracts were dried and evaporated to dryness to give 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyramide (0.13 g.) which was characterised as the hydrogen maleate, m.p. 202°-203° on recrystallisation from aqueous EtOH.

Workup

  1. extractionthe mixture extracted three time with EtOAc
  2. customThe combined extracts were dried
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-116d47effeb14e3a8e79ab49d0fed035
Source dataset
uspto-grants-1987_05
Patent number
US04665073

Reaction notes

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