7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester
• CAS No.: 869309-08-0
• Molecular Formula: C₂₀H₁₇ClN₄O₅
• Molecular Weight: 428.832

Synonyms:7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

Chemical Property of 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

There total 2 articles about 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic 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: 65.0%

8-chloro-1-(4-nitro-phenyl)-5H-benzo[d][1,2]diazepin-4-ylamine (869309-07-9) + ethyl Bromopyruvate (70-23-5) → 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester (869309-08-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2005.07.080

Reference yield:

8-chloro-1-(4-nitrophenyl)-3,5-dihydro-4H-2,3-benzodiazepin-4-thione (220444-98-4) → 7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester (869309-08-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NH₃; HgCl₂ / tetrahydrofuran / 70 °C

2: 65 percent / K₂CO₃ / dimethylformamide / 20 °C

With ammonia; potassium carbonate; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.07.080

Reference yield: 58.0%

7-chloro-2-hydroxy-9-(4-nitro-phenyl)-2,4-dihydro-1H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester (869309-08-0) → 7-chloro-9-(4-nitro-phenyl)-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester (220445-43-2) + 3-[8-chloro-1-(4-nitro-phenyl)-4-oxo-4,5-dihydro-benzo[d][1,2]diazepin-3-yl]-2-oxo-propionic acid ethyl ester

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; chloroform;

DOI:10.1016/j.bmcl.2005.07.080

upstream raw materials:

8-chloro-1-(4-nitro-phenyl)-5H-benzo[d][1,2]diazepin-4-ylamine

ethyl Bromopyruvate

8-chloro-1-(4-nitrophenyl)-3,5-dihydro-4H-2,3-benzodiazepin-4-thione

Downstream raw materials:

7-chloro-9-(4-nitro-phenyl)-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

[9-(4-amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulen-2-yl]-methanol

9-(4-amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid

9-(4-amino-phenyl)-7-chloro-4H-3,10,10a-triaza-benzo[f]azulene-2-carboxylic acid ethyl ester

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