Isopropylamine → 2,4,6-Tri-isopropylamino-5-nitro-pyrimidine

HRID 1604952Notes

Reaction equation

HRID 1604952 reaction equation
Cl[C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[C:4](Cl)[N:3]=1.[CH:13]([NH2:16])([CH3:15])[CH3:14]>>[CH:13]([NH:16][C:2]1[N:7]=[C:6]([NH:16][CH:13]([CH3:15])[CH3:14])[C:5]([N+:9]([O-:11])=[O:10])=[C:4]([NH:9][CH:5]([CH3:6])[CH3:4])[N:3]=1)([CH3:15])[CH3:14]

Participants

3

Reactant 2

HCID 6363IsopropylamineHCID 42978432,4,6-Trichloro-5-nitropyrimidine

Product 1

HCID 214008822,4,6-Tri-isopropylamino-5-nitro-pyrimidineYield 148.5%

Procedure

1.15 g (0.005 mol) of 2,4,6-trichloro-5-nitropyrimidine are dissolved in 50 ml of alcohol and the solution is then treated with 2.9 g (0.05 mol) of isopropylamine. The mixture is stirred for 3 hours at room temperature after the temperature has first risen to 35°C, and then it is evaporated. The residue is treated with 100 ml of water and extracted twice with ether. The ethereal extract is dried over MgSO4 for 4 hours, filtered, and evaporated, to yield 1.1 g of 2,4,6-tri-isopropylamino-5-nitro- pyrimidine as an oil; b.p. 185°C at 0.001 Torr.

Workup

  1. customhas first risen to 35°C
  2. customit is evaporated
  3. additionThe residue is treated with 100 ml of water
  4. extractionextracted twice with ether
  5. extractionThe ethereal extract
  6. dry with materialis dried over MgSO4 for 4 hours
  7. filtrationfiltered
  8. customevaporated

Sources & evidence

ORD record
ord-1d87d1f9ed7e4d7b95316658b03158c8
Source dataset
uspto-grants-1976_04
Patent number
US03948914

Reaction notes

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