3-benzylamino-6-nitro-9H-β-carboline

Base Information

Chemical Name:3-benzylamino-6-nitro-9H-β-carboline
CAS No.:1376918-49-8
Molecular Formula:C₁₈H₁₄N₄O₂
Molecular Weight:318.335
Hs Code.:

Synonyms:3-benzylamino-6-nitro-9H-β-carboline

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Chemical Property of 3-benzylamino-6-nitro-9H-β-carboline

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Technology Process of 3-benzylamino-6-nitro-9H-β-carboline

There total 8 articles about 3-benzylamino-6-nitro-9H-β-carboline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₁₈H₁₂N₄O₂

: 1376918-49-8
3-benzylamino-6-nitro-9H-β-carboline

Guidance literature:: With sodium cyanoborohydride; In methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.03.077

Reference yield:

: 79815-18-2
methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

: 1376918-49-8
3-benzylamino-6-nitro-9H-β-carboline

Guidance literature:: Multi-step reaction with 9 steps

1: trichloroisocyanuric acid; triethylamine / N,N-dimethyl-formamide / 2 h / -20 - 0 °C / Inert atmosphere

2: hydrazine hydrate / pentan-1-ol / 7 h / Reflux; Inert atmosphere

3: hydrogenchloride; sodium nitrite / water / 2 h / 0 °C / Inert atmosphere

4: acetic acid / water / 1 h / Reflux

5: chloroform / 1 h / Reflux; Inert atmosphere

6: sodium nitrate; trifluoroacetic acid / 18 h / 0 - 20 °C / Inert atmosphere

7: hydrogenchloride / water / 12 h / Reflux; Inert atmosphere

8: acetic acid / methanol / 4 h / 20 °C / pH 4 / Inert atmosphere

9: sodium cyanoborohydride / methanol / 1 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium nitrate; trichloroisocyanuric acid; sodium cyanoborohydride; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic acid; sodium nitrite; In methanol; pentan-1-ol; chloroform; water; N,N-dimethyl-formamide; 4: Curtius rearrangement;
DOI:10.1016/j.bmcl.2012.03.077

Reference yield:

: 69954-48-9
methyl 9H-β-carboline-3-carboxylate

: 1376918-49-8
3-benzylamino-6-nitro-9H-β-carboline

Guidance literature:: Multi-step reaction with 8 steps

1: hydrazine hydrate / pentan-1-ol / 7 h / Reflux; Inert atmosphere

2: hydrogenchloride; sodium nitrite / water / 2 h / 0 °C / Inert atmosphere

3: acetic acid / water / 1 h / Reflux

4: chloroform / 1 h / Reflux; Inert atmosphere

5: sodium nitrate; trifluoroacetic acid / 18 h / 0 - 20 °C / Inert atmosphere

6: hydrogenchloride / water / 12 h / Reflux; Inert atmosphere

7: acetic acid / methanol / 4 h / 20 °C / pH 4 / Inert atmosphere

8: sodium cyanoborohydride / methanol / 1 h / 20 °C / Inert atmosphere

With hydrogenchloride; sodium nitrate; sodium cyanoborohydride; hydrazine hydrate; acetic acid; trifluoroacetic acid; sodium nitrite; In methanol; pentan-1-ol; chloroform; water; 3: Curtius rearrangement;
DOI:10.1016/j.bmcl.2012.03.077