ChemicalBook--->CAS DataBase List--->53406-38-5

53406-38-5

53406-38-5 Structure

53406-38-5 Structure
IdentificationBack Directory
[Name]

1H-INDOL-1-AMINE
[CAS]

53406-38-5
[Synonyms]

1-Aminoindole
Indol-1-ylaMine
1H-INDOL-1-AMINE
1H-INDOL-1-AMINE ISO 9001:2015 REACH
[Molecular Formula]

C8H8N2
[MDL Number]

MFCD00151983
[MOL File]

53406-38-5.mol
[Molecular Weight]

132.16
Chemical PropertiesBack Directory
[Melting point ]

40 °C
[Boiling point ]

296.2±23.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C(protect from light)
[form ]

solid
[pka]

7.05±0.70(Predicted)
[color ]

Brown
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933998090
Hazard InformationBack Directory
[Synthesis Reference(s)]

Tetrahedron Letters, 15, p. 461, 1974 DOI: 10.1016/S0040-4039(01)82243-7
[Synthesis]

Indole

120-72-9

Hydroxylamine-O-sulfonic acid

2950-43-8

1H-INDOL-1-AMINE

53406-38-5

General procedure for the synthesis of 1-aminoindole from indole and hydroxylamine sulfonic acid: refer to Example 4. 24.55 g (440 mmol) of potassium hydroxide, 3.201 g (27.3 mmol) of 1H-indole, and 6.15 g (54.4 mmol) of hydroxylamine-O-sulfonic acid were added slowly with stirring to 50 mL of N,N-dimethylformamide. After stirring the reaction mixture for 1 hour at room temperature, 50 mL of water was added and extracted three times with 100 mL of benzene. The combined organic phases were washed with water, dried and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 50% dichloromethane/hexane as eluent to give 1.16 g of the target product 1-aminoindole in 32% yield. Melting point: 41°C~41.5°C. 1H NMR (CDCl3, δ): 4.73 (br, 2H, NH2), 6.37 (d, 1H), 7.01~7.65 (m, 5H, phenyl ring).

[References]

[1] Organic Process Research and Development, 2011, vol. 15, # 3, p. 704 - 709
[2] Patent: US5336673, 1994, A
Spectrum DetailBack Directory
[Spectrum Detail]

1H-INDOL-1-AMINE(53406-38-5)1HNMR
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