1856 el. Org. Chem., Vol. 40,No. 12,1975

Notes

tion about the C-N bond. The other component of the expected evaporate, A yellow powder (0.2 g), mp 240-260°, was obtained doublet could be obscured by the 6 2.80 singlet. Identical results which was identified as 6 from its NMR and ir spectra (no impuriwere observed with highly purified 3c obtained from the reaction t y peaks were noted in the NMR spectrum). of IC with 2b. Thermolysis of N,N'-Dimethyldiazenedicarboxamide (IC) Anal. Calcd for CjHsN403: C, 34.9; H, 4.7; N, 32.6: Found: C, in Dimethyl Sulfoxide. A solution of 2.0 g of IC in 30 ml of di35.1; H, 4.8; N, 32.7. methyl sulfoxide was heated at 120' for 22 hr. The solvent was reIn a separate experiment, 10 g of the azo compound afforded 6.1 moved in vacuo and the dark residue was treated with 10 ml of g of chloroform-soluble oil and 2.2 g of crude 4-methylurazole, mp chloroform. Filtration yielded 0.55 g (36%) of crude 4-methylura210-220'. A 0.50-g portion of the oil was distilled at 140' (0.1 mm) zole (identified by ir and TLC), mp 195-203'. The filtrate depositin a Kiigelrohr distillation apparatus to give 0.23 g of colorless dised 60 mg of unidentified material, mp 225-228'. Evaporation of tillate which partially crystallized on standing. NMR and TLC esthe chloroform gave a dark oil. tablished the material to be 1,3-dimethylurea: NMR 6 2.50 (d, J = Thermolysis of N,N'-Diethyldiazenedicarboxamide (lb) in 4 Hz), 5.8 (broad, NH). Several minor impurity peaks (

Nucleosides. XVII. Benzylation-debenzylation studies on nucleosides.

1856 el. Org. Chem., Vol. 40,No. 12,1975 Notes tion about the C-N bond. The other component of the expected evaporate, A yellow powder (0.2 g), mp 2...
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