ChemicalBook >?? ???? >3,4-??????????
3,4-??????????
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3,4-?????????? ??
- ???
- 39-41 °C(lit.)
- ?? ?
- 144 °C16 mm Hg(lit.)
- ??
- 1.2528 (rough estimate)
- ???
- 1.5030 (estimate)
- ???
- 289 °F
- ?? ??
- Keep in dark place,Sealed in dry,Room Temperature
- ?? ?? (pKa)
- 4.78±0.20(Predicted)
- ??? ??
- ??? ??
- ??
- ?? ???? ?????
- ???
- ?? ???
- ??
- Air & Light Sensitive
- BRN
- 4919
- CAS ??????
- 14268-66-7(CAS DataBase Reference)
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- ?? ? ?? ??
- ?? ? ???? ?? (GHS)
| ??? ?? | Xi | ||
|---|---|---|---|
| ?? ???? ?? | 36/37/38 | ||
| ????? | 26-36 | ||
| WGK ?? | 3 | ||
| ?? ?? ?? | Irritant | ||
| TSCA | Yes | ||
| ?? ?? | 6.1 | ||
| HS ?? | 29329970 |
3,4-?????????? C??? ??, ??, ??
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dark brown to black low melting solid??
3,4-(Methylenedioxy)aniline is an pharmaceutically important aniline derivative. It undergoes N-alkylation with cyclic secondary alkylamines in the presence of Shvo catalyst to yield N-arylpyrrolidines. 3,4-(Methylenedioxy)aniline was used in the synthesis of γ-glutamylanilides.Synthesis
A 10mL-sealed tube was charged with 5-bromobenzo[d][1,3]dioxole (1mmol), CuI (19mg, 0.1mmol), and DMEDA (13mg/16μL, 0.15mmol) in NH4OH (1.5mL, 27% NH3 in H2O) and DMSO (0.5mL). The tube was flushed with Ar gas before being capped. The solution was stirred at 130°C or 110°C for the given times. The resulting suspension was cooled to room temperature, and saturated aqueous Na2SO4 solution (5mL) was added. The resulting solution was extracted with EtOAc (20mL×3). The organic layer was separated, dried over MgSO4, filtered, and concentrated. The residue was purified by flash column chromatography to give 3,4-(Methylenedioxy)aniline.
Purification Methods
Crystallise the base from pet ether and/or distil it in a vacuum. The hydrochloride has m 198o(dec). [Sonn & Benirschke Chem Ber 54 1734 1921, Beilstein 19 H 328, 19 II 341, 19 III/IV 4056.]3,4-?????????? ?? ?? ? ???
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3,4-???????????
1,2-(Methylenedioxy)-4-nitrobenzene
3′,4′-(??????)?????
4-Bromo-1,2-(methylenedioxy)benzene
5-???-1,3-?????
3,4-?????????
1-IODO-3,4-????????
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3,4-?????????? ?? ??
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