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ChemicalBook CAS DataBase List AZADO
57625-08-8

AZADO synthesis

7synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 9 steps
1.1: 54 percent / OsO4; NaIO4 / tetrahydrofuran; H2O / 5 h / 20 °C
2.1: 94 percent / p-TsOH*H2O / toluene / 2 h / Heating
3.1: 100 percent / HCl*NH2OH / pyridine / 4 h / 40 °C
4.1: MoO3; NaBH4 / methanol
4.2: 75 percent / Et3N / methanol / 1 h / 0 °C
5.1: 100 percent / aq. HCl / methanol / 2 h / 20 °C
6.1: H2 / Pd/C / methanol / 2 h / 20 °C
7.1: SOCl2 / 1 h / Heating
8.1: LiAlH4 / 1,2-dimethoxy-ethane / 1 h / Heating
9.1: Na2WO4*2H2O / methanol / 0.5 h / 20 °C
9.2: 42 mg / urea hdyrpgenperoxide / methanol / 3.5 h / 20 °C

References:

Shibuya, Masatoshi;Tomizawa, Masaki;Suzuki, Iwao;Iwabuchi, Yoshiharu [Journal of the American Chemical Society,2006,vol. 128,# 26,p. 8412 - 8413]