Formate → HCID 12918095, compound

HRID 895044Notes

Reaction equation

HRID 895044 reaction equation
[NH2:1][C:2]1[C:7]([NH:8][CH:9]=O)=[C:6]([NH:11][CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[N:5]=[C:4]([S:18][CH3:19])[N:3]=1.C([O-])=O.[OH-].[Na+]>C(O)C>[NH2:1][C:2]1[N:3]=[C:4]([S:18][CH3:19])[N:5]=[C:6]2[C:7]=1[N:8]=[CH:9][N:11]2[CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 283FormateHCID 14798Sodium HydroxideHCID 12918094HCID 12918094, compound

Product 1

HCID 12918095HCID 12918095, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-amino-6-(cyclohexylamino)-5-(formylamino)-2-(methylthio)pyrimidine (25.0 g., 0.088 mole) or a mole equivalent of the formate salt thereof in 125 ml. ethanol and 500 ml. 1 N sodium hydroxide is refluxed for a 4 hr. period, cooled in an ice-bath, and then filtered affording 14.1 g. (61%) of yellow material. Crystallization from ethanol gives 6-amino-9-cyclohexyl-2-(methylthio)purine as off-white crystals, m.p. 222°-224°.

Workup

  1. temperatureperiod, cooled in an ice-bath
  2. filtrationfiltered
  3. customaffording 14.1 g
  4. customCrystallization from ethanol

Sources & evidence

ORD record
ord-4fc87af5295e494fa644dc5052c06061
Source dataset
uspto-grants-1981_08
Patent number
US04286093

Reaction notes

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