Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Amino-3-nitrobenzoic acid | HCID 219633 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 2-Amino-3-nitrobenzamide | HCID 10797476 | 89% |
Reaction Steps
To a solution of 2-amino-3-nitrobenzoic acid (prepared using the procedure as described in U.S. Pat. No. 6,737,421, EXAMPLE 2, part b) in dimethoxyethane (7.1 mL/g), was added thionyl chloride (1.33 equivalents). The mixture was stirred at 50° C. for 12 hours, cooled and slowly added to concentrated ammonium hydroxide (22 equivalents). The mixture was stirred at 50° C. for 2 hours, water was added, and the mixture was cooled and filtered. The solid was washed with water and isopropanol and dried to give the title compound (89% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999117B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-ac99e4ba22d043468caa0024fb4f2eea |
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| Source note | uspto-grants-2011_08 |
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