HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butylamine → HCID 53914725, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butylamine | HCID 8007 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | (1H-Indol-5-yl)acetic acid | HCID 18399719 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53914725 | HCID 53914725 | 77% |
Reaction Steps
A solution of indole-5-acetic acid (2.0 g), 4-dimethylaminopyridine (1.5 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.4 g), and butylamine (1.2 ml) in methylene chloride was stirred under a nitrogen atmosphere for 18 hr. The reaction was diluted with methylene chloride, washed (10% (v/v) hydrochloric acid, water, brine), dried (MgSO4), and evaporated to give N-butylindole-5-acetamide (2.03 g, 77%) as an amber oil: NMR (300 MHz, CDCl3): 0.84(t, 3H, N(CH2)3CH3), 3.16(m, 2H, NCH2), 3.68(s, 2H, ArCH2), 5.44(br s, 1H, NH), 6.51(m, 1H, H2 -indole), 8.49(br s, 1H, NH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04894386 |
| Source dataset | uspto-grants-1990_01 |
| ORD ID | ord-3395187c8c914a558417012821f8d2a8 |
| Source note | uspto-grants-1990_01 |