| Identification | More | [Name]
6-CHLORO-9-METHYLPURINE | [CAS]
2346-74-9 | [Synonyms]
NSC 4948
AKOS BBS-00003131
IFLAB-BB F1371-0159
OTAVA-BB BB7216640145
6-CHLORO-9-METHYLPURINE
9-METHYL-6-CHLOROPURINE
6-CHLORO-9-METHYL-9H-PURINE
9H-Purine, 6-chloro-9-methyl-
8a-(2,4-dimethylphenyl)-3,4,7,8-tetrahydro-2H-pyrrolo[2,1-b][1,3]oxazin-6-one | [Molecular Formula]
C6H5ClN4 | [MDL Number]
MFCD00127840 | [Molecular Weight]
168.58 | [MOL File]
2346-74-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Solid | [Melting point ]
129-134oC | [Boiling point ]
321.7±45.0 °C(Predicted) | [density ]
1.59±0.1 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly) | [form ]
Solid | [pka]
1.26±0.10(Predicted) | [color ]
Off-White | [Usage]
A useful synthetic intermediate | [CAS DataBase Reference]
2346-74-9(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
6-CHLORO-9-METHYLPURINE is Pale Yellow Solid
| [Uses]
6-CHLORO-9-METHYLPURINE is a useful synthetic intermediate
| [Uses]
A useful synthetic intermediate. | [Synthesis Reference(s)]
Journal of the American Chemical Society, 79, p. 490, 1957 DOI: 10.1021/ja01559a069 | [Synthesis]
To a solution of 6-chloro-9H-purine (3.00 g, 20.0 mmol) in anhydrous THF (100 mL) cooled to 0°C was added 60% sodium hydride (1.2 g, 30.0 mmol) in portions. The reaction mixture was stirred in an ice bath for 0.5 h. Then iodomethane (2.82 g, 20.0 mmol) was slowly added and stirring was continued for 1 h at room temperature. After completion of the reaction, the mixture was diluted with 100 mL of water and extracted with ethyl acetate (30 mL x 3). The organic layers were combined, dried with anhydrous magnesium chloride and concentrated under reduced pressure to remove the solvent. The crude product was purified by silica gel column chromatography with the eluent being a 20% ethyl acetate/petroleum ether solvent mixture. The white solid product 9-methyl-6-chloropurine was obtained in 74.6% (2.50 g) yield. The product was analyzed by ESI-MS, m/z: 169.1 [M + H]+; 1H NMR (300 MHz, DMSO-d6) δ: 3.72 (3H, s, CH3), 8.72 (1H, s, H-purine), 9.15 (1H, s, H-purine). | [References]
[1] European Journal of Medicinal Chemistry, 2014, vol. 89, p. 581 - 596
[2] Synthesis, 2007, # 2, p. 219 - 224
[3] Angewandte Chemie - International Edition, 2018, vol. 57, # 18, p. 5134 - 5138
[4] Angew. Chem., 2018, vol. 130, # 18, p. 5228 - 5232,5
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 1, p. 139 - 149 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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