Acetic Acid → HCID 20202859, compound

HRID 978383Notes

Reaction equation

HRID 978383 reaction equation
[F:1][C:2]([F:24])([F:23])[CH2:3][N:4]=[C:5]([NH2:22])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]([O:19]CC)=[O:18])[N:8]=1.[OH-].[Na+].CC(O)=O>O>[F:24][C:2]([F:1])([F:23])[CH2:3][N:4]=[C:5]([NH2:22])[NH:6][C:7]1[CH:12]=[CH:11][N:10]=[C:9]([S:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[N:8]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 20202857HCID 20202857, compound

Product 1

HCID 20202859HCID 20202859, compoundYield 78.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyrate (1.03 g.) and a solution of sodium hydroxide (0.13 g.) in water (10 ml.) was heated under reflux for 1 hour and then cooled. The solution was acidified with glacial HOAc and the white solid which crystallised was collected to give 4-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylthio]butyric acid (0.75 g.), m.p. 234°-236°.

Workup

  1. temperatureunder reflux for 1 hour
  2. temperaturecooled
  3. customthe white solid which crystallised
  4. customwas collected

Sources & evidence

ORD record
ord-81f0e97c25a542a4a6c6ffc0f0783bc3
Source dataset
uspto-grants-1987_05
Patent number
US04665073

Reaction notes

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