HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3-(4-Dimethylamino-2-n-pentyloxyphenyl)-3-(1-ethyl-2-methylindol-3-yl)-4-azaphthalide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 3-Pyridinecarboxylic acid, 2-((1-ethyl-2-methyl-1H-indol-3-yl)carbonyl)- | HCID 112344 | — |
| Reactant | 1-n-Pentyloxy-3-dimethylaminobenzene | HCID 20136807 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(4-Dimethylamino-2-n-pentyloxyphenyl)-3-(1-ethyl-2-methylindol-3-yl)-4-azaphthalide | HCID 14177720 | 80.1% |
Reaction Steps
Into 75 ml of acetic anhydride, 9.2 g of (1-ethyl-2-methylindol-3-yl) (3-carboxypyridin-2-yl) ketone and 7050 g of 1-n-pentyloxy-3-dimethylaminobenzene were added, and the resultant mixture was stirred for 4 hours at 60° to 65° C. After cooling the reaction mixture to room temperature, the cooled reaction mixture was poured into 500 ml of ice water and the resultant mixture was treated with toluene and methanol by the same manner as in Synthetic Example 1. As a result, 11.9 g of the objective compound were obtained as pale blue crystals (melting point: 169° to 171° C.). The elementary analytical data of the product were as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04747875 |
| Source dataset | uspto-grants-1988_05 |
| ORD ID | ord-0d99a088ec644612bf3d62b212567728 |
| Source note | uspto-grants-1988_05 |