ChemicalBook CAS DataBase List 6-Dimethylaminopurine

6-Dimethylaminopurine synthesis

9synthesis methods

Product Name:6-Dimethylaminopurine
CAS Number:938-55-6
Molecular formula:C7H9N5
Molecular Weight:163.18

6-Dimethylaminopurine synthesis: 2-Methylmercapto-4-amino-6-dimethylaminopyrimidine (VI) was smoothly nitrosated in 10% acetic acid to the 5-nitrosopyrimidine (V) in 95% yield. Reduction of V with sodium hydrosulfite to the triamine (IV), followed by formylation gave the 5-formamidopyrimidine (VII) in 76% over-all yield for the two steps. Reductive formylation of V directly to VI1 with zinc and formic acid, although more rapid, was less efficient (50% yield). Ring closure of VII to 2-methyhercapto-6-dimethylaminopurine (X) was best done on a small scale by short fusion at 250°(99% yield), although boiling quinoline, formamide, or dilute alcoholic sodium hydroxide could also be employed. The latter reagent was most efficient on a large scale. Desulfurization of X with Raney nickel (7) in 1 N sodium hydroxide at 100° afforded the final product, 6-dimethylaminopurine (XII) in 43% yield.This compound was identical in all respects with the C7H9N5 moiety from puromycin (2).
synthesis of 6-Dimethylaminopurine

68-94-0 Synthesis

68-94-0
641 suppliers
$5.00/100mg

938-55-6
222 suppliers
$50.00/250mg

Yield:-

Steps:

Multi-step reaction with 2 steps
1: 47 percent / POCl₃, dimethylaniline / 0.5 h / Heating
2: 81 percent / ethanol / 12 h / 150 °C / high pressure

References:

LaMontagne, Maurice P.;Smith, David C.;Wu, Geng-Shuen [Journal of Heterocyclic Chemistry,1983,vol. 20,p. 295 - 299]

124-40-3
501 suppliers
$18.00/100ml

87-42-3
464 suppliers
$14.00/25g

938-55-6
222 suppliers
$50.00/250mg

References

506-59-2 Synthesis

506-59-2
526 suppliers
$5.00/5G

68-94-0 Synthesis

68-94-0
641 suppliers
$5.00/100mg

938-55-6
222 suppliers
$50.00/250mg

References

506-59-2 Synthesis

506-59-2
526 suppliers
$5.00/5G

87-42-3
464 suppliers
$14.00/25g

938-55-6
222 suppliers
$50.00/250mg

References

1H-Imidazole-4-acetonitrile, 5-amino-α-imino-

81693-59-6
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inquiry

124-40-3
501 suppliers
$18.00/100ml

1188-33-6 Synthesis

1188-33-6
247 suppliers
$11.19/5ML

938-55-6
222 suppliers
$50.00/250mg

References

6-Dimethylaminopurine Related Search:

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