Hydrochloric Acid → HCID 20431321, compound

HRID 2412863Notes

Reaction equation

HRID 2412863 reaction equation
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([Cl:11])[N:3]=1.BrC[CH2:14][CH:15]1[CH2:20][CH2:19][O:18][CH2:17][O:16]1.C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O.C(O)C>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[CH2:14][CH:15]2[CH2:20][CH2:19][O:18][CH2:17][O:16]2)=[C:4]([Cl:11])[N:3]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 53603492-Amino-6-chloropurineHCID 53809709HCID 53809709, compound

Product 1

HCID 20431321HCID 20431321, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

Equimolar amounts of 2-amino-6-chloropurine, 4-bromoethyl-1,3-dioxane (prepared according to Price C. C. J. Amer. Chem. Soc. 1950, 72, 5335-6) and anhydrous potassium carbonate were mixed in dry dimethyl formamide. After stirring for seven days at room temperature the mixture was filtered and the filtrate evaporated at reduced pressure. The residue was triturated with hot ethanol and undissolved material filtered off. The filtrate was evaporated to dryness and a yellow crystalline solid was obtained which was recrystallized from chloroform to give colourless rod-shaped crystalls. M.p. 169°-70° C. (uncorr.) UV Spectra (hydrochloric acid 0.01 mol/l): λmax (nm) 308, 245. UV spectra (ethanol): λmax (nm) 310, 247. M.S.: 11.2 a J., m/e (int): 271/269 (0.19/0.55), 226/224 (0.11/0.28) 212/210 (0.38/0.82) 171/169 (0.35/1.0)

Workup

  1. filtrationwas filtered
  2. customthe filtrate evaporated at reduced pressure
  3. customThe residue was triturated with hot ethanol and undissolved material
  4. filtrationfiltered off
  5. customThe filtrate was evaporated to dryness
  6. customa yellow crystalline solid was obtained which
  7. customwas recrystallized from chloroform
  8. customto give colourless rod-shaped crystalls

Sources & evidence

ORD record
ord-ace8b4263a93447380b2b1eef8beee86
Source dataset
uspto-grants-1985_01
Patent number
US04495190

Reaction notes

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