ChemicalBook--->CAS DataBase List--->1668-84-4

1668-84-4

1668-84-4 Structure

1668-84-4 Structure
IdentificationBack Directory
[Name]

1,3-BENZODIOXOL-4-AMINE
[CAS]

1668-84-4
[Synonyms]

1,3-BENZODIOXOL-4-AMINE
2,3-Methylenedioxyaniline
2H-1,3-benzodioxol-4-aMine
benzo[d][1,3]dioxol-4-amine
Aniline, 2,3-(methylenedioxy)-
[Molecular Formula]

C7H7NO2
[MDL Number]

MFCD09038121
[MOL File]

1668-84-4.mol
[Molecular Weight]

137.14
Chemical PropertiesBack Directory
[Melting point ]

32-33 °C(Solv: hexane (110-54-3))
[Boiling point ]

100-105 °C(Press: 0.09 Torr)
[density ]

1.332±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[form ]

powder
[pka]

4.12±0.20(Predicted)
[color ]

Brown
[InChI]

InChI=1S/C7H7NO2/c8-5-2-1-3-6-7(5)10-4-9-6/h1-3H,4,8H2
[InChIKey]

KQMXPHISFRKBJP-UHFFFAOYSA-N
[SMILES]

O1C2=CC=CC(N)=C2OC1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[HS Code ]

2921490090
Spectrum DetailBack Directory
[Spectrum Detail]

1,3-BENZODIOXOL-4-AMINE(1668-84-4)1HNMR
Hazard InformationBack Directory
[Synthesis]

TERT-BUTYL 1,3-BENZODIOXOL-4-YLCARBAMATE

111081-10-8

1,3-BENZODIOXOL-4-AMINE

1668-84-4

The general procedure for the synthesis of 4-amino-1,3-benzodioxole from tert-butyl benzo[d][1,3]dioxol-4-ylcarbamate was as follows: the Boc-protected feedstock G2 (257 mg, 1.08 mmol) was dissolved in a dioxane solution (5.0 mL) of 4 M HCl and stirred for 1 h at room temperature. Upon completion of the reaction, the solvent was removed by evaporation and the residue was diluted with saturated sodium bicarbonate solution (a few milliliters) and 1 M NaOH solution (1 mL), followed by extraction with ethyl acetate (EtOAc, 2×). The organic phases were combined, dried over anhydrous magnesium sulfate (MgSO?), filtered and evaporated to dryness to afford the crude product 2,3-methylenedioxypropane G3 (158 mg, 106% yield).

[References]

[1] Patent: WO2004/103996, 2004, A1. Location in patent: Page 50
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 4, p. 871 - 887
[3] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1991, # 2, p. 259 - 262
[4] Patent: US2004/34046, 2004, A1
[5] Patent: WO2004/4732, 2004, A1. Location in patent: Page/Page column 66
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