Sodium → HCID 53960514, compound

HRID 597471Notes

Reaction equation

HRID 597471 reaction equation
[CH3:1][O-:2].[Na+].[Na].Cl[C:6]1[N:11]=[C:10]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[C:9]([N+:18]([O-:20])=[O:19])=[C:8]([CH:21]([CH3:23])[CH3:22])[N:7]=1>CO>[CH3:1][O:2][C:6]1[N:11]=[C:10]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[C:9]([N+:18]([O-:20])=[O:19])=[C:8]([CH:21]([CH3:23])[CH3:22])[N:7]=1

Participants

5

Reactant 3

HCID 5360545SodiumHCID 10942334Sodium MethoxideHCID 54438131HCID 54438131, compound

Product 1

HCID 53960514HCID 53960514, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of sodium methylate in methanol (prepared from 1.2 g (50 m-moles) of sodium in 50 ml of methanol) is added to 14.4 g (50 m-moles) of 2-chloro-4-(3-pentylamino)-5-nitro-6-isopropyl-pyrimidine in 100 ml of methanol and the mixture is stirred for 1 hour. The solvent is distilled off and the residue is suspended in water and extracted with ether. The ethereal extracts are dried over MgSO4 and evaporated to yield 14 g of 2-methoxy-4-(3-pentylamino)-5-nitro-6-isopropyl-pyrimidine as an oil (nD20 : 1.5412).

Workup

  1. distillationThe solvent is distilled off
  2. extractionextracted with ether
  3. dry with materialThe ethereal extracts are dried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-62b7d65b3a9f4a29b19b7b1903efbbc6
Source dataset
uspto-grants-1977_03
Patent number
US04014677

Reaction notes

Loading…