Triethylamine → 190654-89-8

HRID 1514341Notes

Reaction equation

HRID 1514341 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4](Cl)[N:3]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([NH2:20])[CH:15]=1.C(N(CC)CC)C.C(Cl)(Cl)Cl.CO>C(O)CCCC>[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([NH:20][C:16]2[CH:17]=[CH:18][CH:19]=[C:14]([O:13][CH3:12])[CH:15]=2)[N:3]=1

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 108243-MethoxyanilineHCID 53244122,6-DichloropurineHCID 21584188Chloroform methanol

Product 1

HCID 21988300190654-89-8

Reagents, catalysts & solvents 1

HCID 62761-PentanolSolvent

Conditions

Temperature
100 °C

Procedure

To a suspension of 2,6-dichloropurine (3.78 g; 0.02 mol) and m-anisidine (3.69 g; 0.03 mol) in n-pentanol (40 ml), triethylamine (7 ml; 0.05 mol) was added. The reaction mixture was stirred at 100° C. for 4 hours and then it was allowed to cool to the room temperature. The white precipitate was collected, washed with isopropanol (2×10 ml) and water (3×10 ml). The crude product was purified by the crystallization from methanol in the presence of activated charcoal to give white crystals. Yield: 4.36 g (77.8%). TLC (chloroform-methanol; 85:15): one single spot, free of starting material, HPLC purity: 98+%

Workup

  1. additionwas added
  2. temperatureto cool to the room temperature
  3. customThe white precipitate was collected
  4. washwashed with isopropanol (2×10 ml) and water (3×10 ml)
  5. customThe crude product was purified by the crystallization from methanol in the presence of activated charcoal
  6. customto give white crystals

Sources & evidence

ORD record
ord-be0f744ada424c1dafc63343e9edfeeb
Source dataset
uspto-grants-2012_07
Patent number
US08222260B2

Reaction notes

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