2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

Base Information

Chemical Name:2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione
CAS No.:907181-01-5
Molecular Formula:C₁₃H₆Cl₂N₄O₅
Molecular Weight:369.12
Hs Code.:

2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-<i>b</i>]pyrazine-5,7-dione

Synonyms:2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

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Chemical Property of 2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

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Technology Process of 2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

There total 4 articles about 2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-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: 79.0%

: 586-10-7
3-methoxy-5-nitroaniline

: 144692-85-3
5,6-dichloropyrazine-2,3-dicarboxylic acid anhydride

: 907181-01-5
2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

Guidance literature:: 3-methoxy-5-nitroaniline; 5,6-dichloropyrazine-2,3-dicarboxylic acid anhydride; In tetrahydrofuran; at 20 ℃; for 4h;

With oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; for 2h;

With pyridine; oxalyl dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; at 20 ℃; for 12h;
DOI:10.1021/ol0612760

Reference yield:

: 292635-40-6
3-methoxy-5-nitrobenzamide

: 907181-01-5
2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: aq. NaOBr / methanol / 1.5 h / 20 °C

1.2: 84 percent / aq. NaHCO₃ / 2 h / 80 °C

2.1: tetrahydrofuran / 4 h / 20 °C

2.2: (COCl)2; DMF / tetrahydrofuran / 2 h

2.3: 79 percent / pyridine; (COCl)2; DMF / tetrahydrofuran / 12 h / 20 °C

With sodium hypobromide; In tetrahydrofuran; methanol;
DOI:10.1021/ol0612760

Reference yield:

: 78238-12-7
3-methoxy-5-nitrobenzoic acid

: 907181-01-5
2,3-dichloro-6-(3-methoxy-5-nitro-phenyl)-pyrrolo[3,4-b]pyrazine-5,7-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / K₂CO₃ / acetone / 12 h / Heating

2.1: 76 percent / aq. NH₄OH / methanol / 120 h / 20 °C

3.1: aq. NaOBr / methanol / 1.5 h / 20 °C

3.2: 84 percent / aq. NaHCO₃ / 2 h / 80 °C

4.1: tetrahydrofuran / 4 h / 20 °C

4.2: (COCl)2; DMF / tetrahydrofuran / 2 h

4.3: 79 percent / pyridine; (COCl)2; DMF / tetrahydrofuran / 12 h / 20 °C

With ammonium hydroxide; sodium hypobromide; potassium carbonate; In tetrahydrofuran; methanol; acetone;
DOI:10.1021/ol0612760