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Cas Database

16511-31-2

16511-31-2

Identification

  • Product Name:1,4-Dimethyl-1H-1-benzazepine-2,5-dione

  • CAS Number: 16511-31-2

  • EINECS:

  • Molecular Weight:201.225

  • Molecular Formula: C12H11NO2

  • HS Code:

  • Mol File:16511-31-2.mol

Synonyms:1,4-Dimethyl-1H-1-benzazepine-2,5-dione

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Relevant articles and documentsAll total 2 Articles be found

BENZOCONDENSED HEPTAATOMIC HETEROCYCLES AND THEIR DERIVATIVES. VII. SYNTHESIS OF BENZAZEPINES AND BENZAZEPINONES ANALOGUES OF KNOWN ANXIOLYTIC DRUGS

Rossi, Silvano,Micheli, Marcello,Giannotti, Michele,Salvatori, Americo,Peruzzi, Guidubaldo

, p. 365 - 370 (2007/10/02)

Two syntheses are described for a series of benzazepines structurally similar to known anxiolytic drugs.Some of the new molecules are active in the barbiturates-induced sleep potentiation test and possess a negligible acute toxicity.

Some basic and acidic derivatives of 2,5-dihydro-1H-1-benzazepine as potential therapeutic agents.

Jones

, p. 1808 - 1813 (2007/10/08)

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Process route upstream and downstream products

Process route

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 49.9 percent / 96percent H2SO4, NaN3 / 72 h / 0 °C
2: 1.) CH3ONa / 1.) DMF, CH3OH, 30 min, 2.) room temp., overnight
With sodium azide; sulfuric acid; sodium methylate;
2,5-dihydro-4-methyl-1H-1-benzazepine-2,5-dione
10315-37-4

2,5-dihydro-4-methyl-1H-1-benzazepine-2,5-dione

methyl iodide
74-88-4

methyl iodide

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

Conditions
Conditions Yield
With sodium methylate; Yield given. Multistep reaction; 1.) DMF, CH3OH, 30 min, 2.) room temp., overnight;
2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

Conditions
Conditions Yield
4-Methyl-2,5-dioxo-2,5-dihydro-1H-1-benzazepin 1. NaH, in DMF 2. CH3I, S. 1813;
2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

3-chloro-2,3-dihydro-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one

3-chloro-2,3-dihydro-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: 51.9 percent / H2 / 5percent Pd/C / CHCl3 / Ambient temperature
2: 1.) Mg / 1.) Et2O, reflux, 2.) THF, Et2O, reflux, 30 min; room temp., 1 h
3: 56.5 percent / p-TsOH / toluene / 7 h / Heating
4: 1.27 g / N-chlorosuccinimide / dimethylformamide / 1 h / Heating
With N-chloro-succinimide; hydrogen; toluene-4-sulfonic acid; magnesium; palladium on activated charcoal; In chloroform; N,N-dimethyl-formamide; toluene;
2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

2,3,4,5-tetrahydro-5-hydroxy-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one
80452-50-2

2,3,4,5-tetrahydro-5-hydroxy-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 51.9 percent / H2 / 5percent Pd/C / CHCl3 / Ambient temperature
2: 1.) Mg / 1.) Et2O, reflux, 2.) THF, Et2O, reflux, 30 min; room temp., 1 h
With hydrogen; magnesium; palladium on activated charcoal; In chloroform;
2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione
16511-31-2

2,5-dihydro-1,4-dimethyl-1H-1-benzazepine-2,5-dione

2,3-dihydro-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one
80452-51-3

2,3-dihydro-1,4-dimethyl-5-phenyl-1H-1-benzazepine-2-one

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: 51.9 percent / H2 / 5percent Pd/C / CHCl3 / Ambient temperature
2: 1.) Mg / 1.) Et2O, reflux, 2.) THF, Et2O, reflux, 30 min; room temp., 1 h
3: 56.5 percent / p-TsOH / toluene / 7 h / Heating
With hydrogen; toluene-4-sulfonic acid; magnesium; palladium on activated charcoal; In chloroform; toluene;

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