Ammonia → HCID 20359983, compound

HRID 2082639Notes

Reaction equation

HRID 2082639 reaction equation
[Br:1]Br.[CH2:3]([NH:5][C:6]1[N:11]=[C:10]([NH:12][CH:13]2[CH2:15][CH2:14]2)[CH:9]=[C:8]([Cl:16])[N:7]=1)[CH3:4].O.N>C(Cl)Cl>[CH2:3]([NH:5][C:6]1[N:11]=[C:10]([NH:12][CH:13]2[CH2:14][CH2:15]2)[C:9]([Br:1])=[C:8]([Cl:16])[N:7]=1)[CH3:4]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 962WaterHCID 24408BromineHCID 20359979HCID 20359979, compound

Product 1

HCID 20359983HCID 20359983, compoundYield 89.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 6.4 g of bromine (0.04 mol) in 30 ml of methylene chloride is added dropwise over the course of one hour to a solution of 8.5 g (0.04 mol) of 2-ethylamino-4-cyclopropylamino-6-chloropyrimidine in 300 ml of methylene chloride, whilst cooling with ice. The solution is left to stand overnight at room temperature, 150 ml of water are then added and the mixture is brought to pH 9-10 with dilute ammonia solution. The organic phase is separated off, rinsed with water, dried over magnesium sulphate, filtered and evaporated. The evaporation residue (12 g), when recrystallised from methanol-water (1:1), gives 10.4 g of colourless crystals of melting point 100°-101°.

Workup

  1. temperaturewhilst cooling with ice
  2. waitThe solution is left
  3. customThe organic phase is separated off
  4. washrinsed with water
  5. dry with materialdried over magnesium sulphate
  6. filtrationfiltered
  7. customevaporated
  8. customThe evaporation residue (12 g), when recrystallised from methanol-water (1:1)

Sources & evidence

ORD record
ord-4957b545e1784b40b7213ce57b1de86d
Source dataset
uspto-grants-1978_04
Patent number
US04082535

Reaction notes

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