HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 640929Generated: October 30, 2026
4-Aminobenzoic Acid → 4-[(2-Oxo-6-{3-[(thiophene-2-carbonyl)-amino]-benzoyl}-1,2-dihydro-indol-3-ylidenemethyl)-amino]-benzoic acid
https://huagongshe.com/reaction/640929
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Aminobenzoic Acid | HCID 978 | — |
| Reactant | N-[3-[3-(hydroxymethylidene)-2-oxo-1H-indole-6-carbonyl]phenyl]thiophene-2-carboxamide | HCID 178517289 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(2-Oxo-6-{3-[(thiophene-2-carbonyl)-amino]-benzoyl}-1,2-dihydro-indol-3-ylidenemethyl)-amino]-benzoic acid | HCID 68698420 | 81% |
Reaction Steps
A small screw cap test tube was charged with Thiophene-2-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide (as prepared in Example 45, 80 mg, 0.2049 mmol) and THF (2 mL). To the resulting solution was added 4-Amino-benzoic acid (34 mg, 0.248 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature. The room temperature reaction mixture was concentrated in vacuo. The solid residue was recrystallized from EtOAc (5 mL) and Hexanes (2 mL) yielding the title compound in 81% yield (0.085 g, 0.1668 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07692005B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-aa0ae4b4c6df4b4eb72e7dd245b686fc |
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| Source note | uspto-grants-2010_04 |
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