| Identification | Back Directory | [Name]
9-BENZYL-6-CHLORO-9H-PURINE | [CAS]
1928-76-3 | [Synonyms]
6-CHLORO-9-BENZYLPURINE
9-Benyl-6-chloro-9H-purine
9-(benzyl)-6-chloro-purine
9-BENZYL-6-CHLORO-9H-PURINE
6-chloro-9-(phenylmethyl)purine | [Molecular Formula]
C12H9ClN4 | [MDL Number]
MFCD00127805 | [MOL File]
1928-76-3.mol | [Molecular Weight]
244.68 |
| Chemical Properties | Back Directory | [Appearance]
Off-White Solid | [Melting point ]
86-87°C | [storage temp. ]
-20°C Freezer | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
Off-White |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Solid | [Uses]
A useful intermediate in the synthesis of 1-substituted adenines | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 34, p. 1170, 1969 DOI: 10.1021/jo01256a103 | [Synthesis]
GENERAL STEPS: Benzyl bromide (0.052 mL, 0.6 mmol) was added to a mixture of 6-chloropurine (0.056 g, 0.5 mmol) and sodium hydroxide (0.014 g, 0.6 mmol) in deionized water (2 mL). The reaction mixture was placed in a microwave reactor and irradiated at 0-400 W power (internal temperature maintained at 100 °C) for 10 min. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent and the residue was purified by column chromatography using ethyl acetate-cyclohexane (9:1, v/v) as eluent to give 9-benzyl-6-chloro-9H-purine in 82% yield. | [References]
[1] Nucleosides, Nucleotides and Nucleic Acids, 2016, vol. 35, # 2, p. 76 - 82
[2] European Journal of Medicinal Chemistry, 2004, vol. 39, # 5, p. 433 - 447
[3] Journal of Medicinal Chemistry, 1988, vol. 31, # 3, p. 606 - 612
[4] Tetrahedron Letters, 2014, vol. 55, # 18, p. 2929 - 2931
[5] Dalton Transactions, 2014, vol. 43, # 26, p. 9838 - 9842 |
|
| Company Name: |
Synchem OHG
|
| Tel: |
+49 5662 408730 |
| Website: |
www.synchem.de |
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|