HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875563Generated: October 30, 2026
Benzoic acid, 2-amino-5-iodo- → 4-[(2-amino-5-iodobenzoyl)amino]-N-(2,6-dichlorobenzoyl)-L-phenylalanine isopropylester
https://huagongshe.com/reaction/1875563
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzoic acid, 2-amino-5-iodo- | HCID 72911 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 4-Amino-N-(2,6-dichlorobenzoyl)-L-phenylalanine Isopropylester | HCID 58018318 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-[(2-amino-5-iodobenzoyl)amino]-N-(2,6-dichlorobenzoyl)-L-phenylalanine isopropylester | HCID 86600885 | — |
Reaction Steps
4-Amino-N-(2,6-dichlorobenzoyl)-L-phenylalanine Isopropylester, 1-hydroxybenzotriazole monohydrate (11.5 g) and 5-iodoanthranilic acid (17.8 g) were dissolved in dimethylformamide (200 mL) and cooled down to 0° C. 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (13.7 g) was added thereto and stirred at room temperature for 16 hours. The organic layer wherein ethyl acetate (1 L) was added was washed with 0.1N sodium hydroxide aqueous solution (200 mL, 100 mL), water (100 mL), 0.1N hydrochloric acid (200 mL) and saturated aqueous solution of sodium chloride (200 mL, 100 mL), respectively. After drying the organic layer over anhydrous sodium sulfate and removing the solvent, a solid material obtained from a mixed solvent of methylene chloride and hexane was filtered to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309561B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-c8bb945771074d1682ed54760e77e603 |
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| Source note | uspto-grants-2012_11 |
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