HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-5-nitrobenzoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| Reactant | 2-Amino-4-Nitrophenol | HCID 3613389 | — |
| Reactant | (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid | HCID 57586985 | — |
| Solvent | O-Xylene | HCID 7237 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | (E)-2-{2-[2-(1H-indazol-3-yl)vinyl]phenyl}-5-nitrobenzoxazole | HCID 68999187 | 15% |
Reaction Steps
In a similar manner to Example 28, (E)-2-[2-(1H-indazol-3-yl)vinyl]benzoic acid (0.30 g, 1.1 mmol) obtained in Step 1 of Example 47, 2-amino-4-nitrophenol (0.19 g, 1.3 mmol), 1-hydroxybenzotriazole monohydrate (52 mg, 0.34 mmol), EDC (0.24 g, 1.3 mmol) and THF/DMF (2/1, 4.5 mL) were reacted. Then, in a similar manner to Step 2 of Example 150, the reaction mixture was treated with p-toluenesulfonic acid monohydrate (0.39 mg, 2.3 mmol) and xylene (10 mL) to obtain Compound 184 (63 mg, 14%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07605272B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-7a19398636d94c07bd5e36a0772fa5d0 |
| Source note | uspto-grants-2009_10 |