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

Base Information

• Chemical Name: trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione
• CAS No.: 19553-22-1
• Molecular Formula: C₁₇H₁₄N₂O₂
• Molecular Weight: 278.31
• Mol file: 19553-22-1.mol

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

Chemical Property of trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione

There total 9 articles about trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-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%

benzaldehyde (100-52-7) + 4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione (3415-35-8) → 1-acetyl-3,10-dehydrocyclopeptine (19553-23-2) + (Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione (19113-24-7) + trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione (19553-22-1)

Guidance literature:

With sodium acetate; acetic anhydride; at 150 ℃; for 3h;

DOI:10.1021/jo00133a042

Reference yield: 12.0%

acetic anhydride (108-24-7) + benzaldehyde (100-52-7) + 4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione (3415-35-8) → 1-acetyl-3,10-dehydrocyclopeptine (19553-23-2) + (Z)-3-benzylidene-4-methyl-3,4-dihydro-1H-benzo[e][1,4]diazepine-2,5-dione (19113-24-7) + trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione (19553-22-1)

Guidance literature:

With sodium acetate; at 150 ℃; for 3h;

DOI:10.1021/jo00133a042

Reference yield:

2-bromo-N-(methoxymethyl)-N-(N-methylglycyl)aniline (81245-94-5) → trans-3,3-benzylidene-3,4-dihydro-4-methyl-1H-1,4-benzodiazepine-2,5-dione (19553-22-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / triphenyl phosphine, tri-n-butylamine / palladium acetate / hexamethylphosphoric acid triamide / 48 h / 120 °C / 3800 Torr

2: 84.6 percent / 10percent aq. hydrochloric acid / methanol / 3 h / 50 °C

3: 1.8 percent / sodium acetate, acetic anhydride / 3 h / 150 °C

With hydrogenchloride; tributyl-amine; sodium acetate; acetic anhydride; triphenylphosphine; palladium diacetate; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/jo00133a042

upstream raw materials:

acetic anhydride

benzaldehyde

4-methyl-3H-1,4-benzodiazepine-2,5-(1H,4H)-dione

2-bromo-N-(methoxymethyl)-N-(N-methylglycyl)aniline

Downstream raw materials:

4-methyl-3't-phenyl-(2'rN)-1H-spiro[benzo[e][1,4]diazepine-3,2'-oxirane]-2,5-dione