Cyclopropylamine → HCID 21445068, compound

HRID 597464Notes

Reaction equation

HRID 597464 reaction equation
[CH:1]1([NH2:4])[CH2:3][CH2:2]1.[CH2:5]([C:7]1[N:12]=[C:11](Cl)[C:10]([N+:14]([O-:16])=[O:15])=[C:9]([Cl:17])[N:8]=1)[CH3:6]>C(O)C>[CH2:5]([C:7]1[N:8]=[C:9]([Cl:17])[C:10]([N+:14]([O-:16])=[O:15])=[C:11]([NH:4][CH:1]2[CH2:3][CH2:2]2)[N:12]=1)[CH3:6]

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 2306474,6-dichloro-2-ethyl-5-nitropyrimidine

Product 1

HCID 21445068HCID 21445068, compoundYield 36.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

28.6 g (0.5 mole) of cyclopropylamine are added dropwise ar -50° C to 55.5 g (0.25 mole) of 2-ethyl-4,6-dichloro-5-nitro-pyrimidine in 1 liter of ethanol. The reaction mixture is stirred for 3 hours at room temperature and then cooled to -40° C. The crystalline precipitate that has formed is filtered off and dried. Yield: 21 g of 2-ethyl-4-chloro-5-nitro-6-cyclopropylamino-pyrimidine of m.p. 61°-62° C. A Further 22 g of 2-ethyl-4-chloro-5-nitro-6-cyclopropylamino-pyrimidine of m.p. 61°-62° C are obtained by evaporating the filtrate, suspending the residue in water, extracting with ether, drying the ethereal extracts over MgSO4 and evaporating them.

Workup

  1. temperaturecooled to -40° C
  2. customThe crystalline precipitate that has formed
  3. filtrationis filtered off
  4. customdried

Sources & evidence

ORD record
ord-dfa7d01cbf4645f48ce62164ae632829
Source dataset
uspto-grants-1977_03
Patent number
US04014677

Reaction notes

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