6-Chloro-9-vinyl-9H-purine → Poly(9-vinyladenine)

HRID 2041914Notes

Reaction equation

HRID 2041914 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]=[CH2:12].[NH3:13].CO>O>[CH:11]([N:6]1[CH:5]=[N:4][C:3]2[C:7]1=[N:8][CH:9]=[N:10][C:2]=2[NH2:13])=[CH2:12]

Participants

4

Reactant 2

HCID 109541366-Chloro-9-vinyl-9H-purineHCID 21705897Ammonia methanol

Product 1

HCID 429118Poly(9-vinyladenine)

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

6-Chloro-9-vinylpurine (0.48 g, 3 mmol) was added to saturated ammonia/methanol (20 mL) and the mixture was heated at 50° C. for 15 h. Water was added and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, concentrated on a rotavap then subjected to silica gel column chromatography (5% methanol/methylene chloride) yielding the desired product.

Workup

  1. extractionthe aqueous layer was extracted with ethyl acetate
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. concentrationconcentrated on a rotavap

Sources & evidence

ORD record
ord-877d0b77fa954213bd7dae01d28a8038
Source dataset
uspto-grants-2013_11
Patent number
US08586566B2

Reaction notes

Loading…