Sodium Carbonate → HCID 13883824, compound

HRID 543772Notes

Reaction equation

HRID 543772 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]([CH2:13][S:14][CH2:15][CH2:16][C:17]#[N:18])[N:8]=1.C(=O)([O-])[O-:23].[Na+].[Na+]>S(=O)(=O)(O)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]([CH2:13][S:14][CH2:15][CH2:16][C:17]([NH2:18])=[O:23])[N:8]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 20202805HCID 20202805, compound

Product 1

HCID 13883824HCID 13883824, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylmethylthio]propionitrile (850 mg.) in concentrated sulphuric acid (4 ml.) was kept at 20° for 16 hours then added dropwise to saturated aqueous sodium carbonate. The mixture was extracted with EtOAc (3×20 ml.) and the extract dried (MgSO4) and evaporated in vacuo to give 3-[4-(2-[2,2,2-trifluoroethyl]guanidino)pyrimid-2-ylmethylthio]propionamide as an oil. The maleic acid salt was prepared in acetone (yield 720 mg; 60%), m.p. 168°-169° (decomp.).

Workup

  1. extractionThe mixture was extracted with EtOAc (3×20 ml.)
  2. dry with materialthe extract dried (MgSO4)
  3. customevaporated in vacuo

Sources & evidence

ORD record
ord-0e9f76ae4101438c8c1499ef01903c27
Source dataset
uspto-grants-1984_05
Patent number
US04447441

Reaction notes

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