1,1-Dichloroethane → 8-Chloromethyl-2,9-dimethyl-9H-purine

HRID 1594121Notes

Reaction equation

HRID 1594121 reaction equation
[CH3:1][CH:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:9])=[CH:4][N:3]1C.Cl.[Cl:12][CH2:13][C:14](=N)OCC.Cl[CH:20](Cl)C>>[Cl:12][CH2:13][C:14]1[N:8]([CH3:20])[C:6]2[C:5]([N:9]=1)=[CH:4][N:3]=[C:2]([CH3:1])[N:7]=2

Participants

4

Reactant 3

HCID 63651,1-DichloroethaneHCID 12470659Ethyl 2-chloroethanecarboximidate hydrochlorideHCID 22380283HCID 22380283, compound

Product 1

HCID 223799558-Chloromethyl-2,9-dimethyl-9H-purine

Procedure

A solution of 2,N-Dimethyl-4,5-diaminopyrimidine (180 mg, 1.3 mmol) and ethyl chloroacetimidate hydrochloride (310 g, 2.0 mmol) in dichloroethane (10 mL) is heated at reflux for 17 h and cooled. The mixture is washed with aqueous NaHCO3, water, dried and concentrated to give 8-Chloromethyl-2,9-dimethyl-9H-purine.

Workup

  1. temperatureat reflux for 17 h
  2. temperaturecooled
  3. washThe mixture is washed with aqueous NaHCO3, water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-4afa8739199d4be8962861c29e96efe1
Source dataset
uspto-grants-2007_11
Patent number
US07300945B2

Reaction notes

Loading…