6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

Base Information

Chemical Name:6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid
CAS No.:113730-51-1
Molecular Formula:C₁₆H₉Cl₂FN₂O₆
Molecular Weight:415.162
Hs Code.:

Synonyms:6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

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Chemical Property of 6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

Chemical Property:

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Technology Process of 6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

There total 8 articles about 6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid 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: 91.0%

: 113730-20-4
ethyl 6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylate

: 113730-51-1
6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

Guidance literature:: With potassium carbonate; In tetrahydrofuran; water; for 20h;
DOI:10.1248/cpb.35.3215

Reference yield:

: 62717-20-8
6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acid ethyl ester

: 113730-51-1
6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / HNO₃ / CH₂Cl₂ / 1.5 h / 4 °C

2: 100 percent / H₂ / palladium carbon (10percent) / ethyl acetate

3: 72 percent / HNO₃ / CH₂Cl₂ / 2 h / 4 - 6 °C

4: 1.) NOSO₄H (45percent); 2.) H₃PO₂ (50percent) / 1.) H₂SO₄, THF, -5 deg C, 2.5 h; 2.) -14 to 15 deg C, 1 h

5: 92 percent / H₂ / Pd-C (10percent) / ethyl acetate

6: 97 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

7: 55 percent / HNO₃ / CH₂Cl₂ / 4 °C

8: 91 percent / K₂CO₃ (7.5percent) / H₂O; tetrahydrofuran / 20 h

With dmap; nitrosylsulfuric acid; hydrogen; nitric acid; hypophosphorous acid; potassium carbonate; palladium on activated charcoal; palladium carbon; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1248/cpb.35.3215

Reference yield:

: 113730-03-3
ethyl 5-amino-6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylate

: 113730-51-1
6,7-dichloro-4-(o-fluorobenzoylamino)-5-nitro-2,3-dihydrobenzofuran-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / HNO₃ / CH₂Cl₂ / 2 h / 4 - 6 °C

2: 1.) NOSO₄H (45percent); 2.) H₃PO₂ (50percent) / 1.) H₂SO₄, THF, -5 deg C, 2.5 h; 2.) -14 to 15 deg C, 1 h

3: 92 percent / H₂ / Pd-C (10percent) / ethyl acetate

4: 97 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / Ambient temperature

5: 55 percent / HNO₃ / CH₂Cl₂ / 4 °C

6: 91 percent / K₂CO₃ (7.5percent) / H₂O; tetrahydrofuran / 20 h

With dmap; nitrosylsulfuric acid; hydrogen; nitric acid; hypophosphorous acid; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1248/cpb.35.3215