7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

Base Information

Chemical Name:7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester
CAS No.:167853-99-8
Molecular Formula:C₂₂H₂₁N₃O₄S
Molecular Weight:423.492
Hs Code.:

Synonyms:7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

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Chemical Property of 7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

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Technology Process of 7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

There total 10 articles about 7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester 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: 96.0%

: 201552-68-3
7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione-4-propanoic acid ethyl ester

: 167853-99-8
7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

Guidance literature:: With Lawessons reagent; In tetrahydrofuran; at 50 ℃; for 2h;
DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

: 42454-06-8
2-nitro-5-hydroxybenzaldehyde

: 167853-99-8
7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 175.8 g / potassium carbonate / dimethylformamide / 2.5 h / 50 °C

2: tetrabutylammonium bromide; potassium permanganate / H₂O; pyridine / 20 °C

3: oxalyl chloride / benzene; dimethylformamide / 20 - 65 °C

4: 800 mg / sodium bicarbonate / tetrahydrofuran; H₂O / 18.3 h / 0 - 20 °C

5: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C

6: 98 percent / CH₂Cl₂; H₂O / 0.67 h / 0 °C

7: 77 percent / potassium carbonate / dimethylformamide / 2 h / 50 °C

8: 96 percent / Lawesson's reagent / tetrahydrofuran / 2 h / 50 °C

With Lawessons reagent; potassium permanganate; oxalyl dichloride; tetrabutylammomium bromide; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride; In tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; benzene; 1: Etherification / 2: Oxidation / 3: Substitution / 4: Acylation / 5: Reduction / 6: Acylation / 7: Cyclization / 8: Substitution;
DOI:10.1016/S0968-0896(98)80013-8

Reference yield:

: 4244-84-2
ethyl β-alaninate hydrochloride

: 167853-99-8
7-[[4-cyanophenyl]methoxy]-3,4-dihydro-1H-1,4-benzodiazepine-2-thione-5-one-4-propanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 800 mg / sodium bicarbonate / tetrahydrofuran; H₂O / 18.3 h / 0 - 20 °C

2: 700 mg / tin(II) chloride dihydrate / ethyl acetate; ethanol / 3.5 h / 70 °C

3: 98 percent / CH₂Cl₂; H₂O / 0.67 h / 0 °C

4: 77 percent / potassium carbonate / dimethylformamide / 2 h / 50 °C

5: 96 percent / Lawesson's reagent / tetrahydrofuran / 2 h / 50 °C

With Lawessons reagent; sodium hydrogencarbonate; potassium carbonate; tin(ll) chloride; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 1: Acylation / 2: Reduction / 3: Acylation / 4: Cyclization / 5: Substitution;
DOI:10.1016/S0968-0896(98)80013-8