(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Base Information

Chemical Name:(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione
CAS No.:19113-24-7
Molecular Formula:C₁₇H₁₄N₂O₂
Molecular Weight:278.31
Hs Code.:

Synonyms:(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

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Technology Process of (Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

There total 14 articles about (Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione 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: 23.0%

: 100-52-7
benzaldehyde

: 3415-35-8
4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione

: 19553-23-2
1-acetyl-3,10-dehydrocyclopeptine

: 19113-24-7
(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

: 19553-22-1
trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione

Guidance literature:: With sodium acetate; acetic anhydride; at 150 ℃; for 3h;
DOI:10.1021/jo00133a042

Reference yield: 12.0%

: 108-24-7
acetic anhydride

: 100-52-7
benzaldehyde

: 3415-35-8
4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione

: 19553-23-2
1-acetyl-3,10-dehydrocyclopeptine

: 19113-24-7
(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

: 19553-22-1
trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione

Guidance literature:: With sodium acetate; at 150 ℃; for 3h;
DOI:10.1021/jo00133a042

Reference yield:

: 81255-43-8
2-bromo-N-aniline

: 19113-24-7
(Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) sodium hydride / 1.) THF, 0 deg C, 1.5 h, 2a.) 0 deg C, 30 min, 2b.) room temp., 3 h

2: 93 percent / aq. potassium carbonate / methanol / 3 h / Ambient temperature

3: 41 percent / triphenyl phosphine, tri-n-butylamine / palladium acetate / hexamethylphosphoric acid triamide / 48 h / 120 °C / 3800 Torr

4: 84.6 percent / 10percent aq. hydrochloric acid / methanol / 3 h / 50 °C

5: 23 percent / sodium acetate, acetic anhydride / 3 h / 150 °C

6: 1.) 10percent aq. sodium hypochlorite, 2.) potassium iodide / 1.) dioxane, room temp., 10 min, 2.) dioxane/5percent aq. acetic acid

With hydrogenchloride; sodium hypochlorite; tributyl-amine; sodium acetate; acetic anhydride; sodium hydride; potassium carbonate; triphenylphosphine; potassium iodide; palladium diacetate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo00133a042