Neopentylamine → HCID 19428509, compound

HRID 1078303Notes

Reaction equation

HRID 1078303 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:3]=1.[NH2:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17]>C(O)(C)C>[Cl:8][C:6]1[N:5]=[C:4]([NH:9][C:10]([CH3:13])([CH3:12])[CH3:11])[N:3]=[C:2]([NH:14][CH2:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:7]=1

Participants

4

Reactant 2

HCID 79882NeopentylamineHCID 194285024,6-Dichloro-N-(1,1-dimethylethyl)-2-pyrimidinamine

Product 1

HCID 19428509HCID 19428509, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

After dissolving 5.0 g of 4,6-dichloro-2-(1,1-dimethylethylamino)pyrimidine in 25 ml of isopropanol and adding 5 ml of 1-amino-2,2-dimethylpropane, the reaction mixture is boiled under reflux for 20 hours, then the reaction mixture is evaporated and the residue is distributed between 80 ml of chloroform and 15 ml of 10% sodium hydroxide solution. After separation the organic phase is washed 4 times with 20 ml of water each, then dried and evaporated. The residue is recrystallized from hexane to give the title compound in a yield of 4.49 g (73%), m.p.:109.5°-111° C.

Workup

  1. temperatureunder reflux for 20 hours
  2. customthe reaction mixture is evaporated
  3. customAfter separation the organic phase
  4. washis washed 4 times with 20 ml of water each,
  5. customthen dried
  6. customevaporated
  7. customThe residue is recrystallized from hexane

Sources & evidence

ORD record
ord-6ba5958aa55b4bcea871308ff8b960d4
Source dataset
uspto-grants-1996_08
Patent number
US05547949

Reaction notes

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