4-AMINOINDAN

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Products Intro: Product Name:2,3-Dihydro-1H-inden-4-amine
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4-AMINOINDAN Basic information
Product Name:4-AMINOINDAN
Synonyms:4-AMINOINDAN;4-INDANAMINE;indan-4-amine;4-AMINOINDANE;Einecs 250-950-7;2,3-dihydro-1H-inden-4-amine;Indan-4-amine, 2,3-Dihydro-1H-inden-4-amine;indan-4-ylaMine
CAS:32202-61-2
MF:C9H11N
MW:133.19
EINECS:250-950-7
Product Categories:Indane/Indanone and Derivatives
Mol File:32202-61-2.mol
4-AMINOINDAN Structure
4-AMINOINDAN Chemical Properties
Melting point 9℃
Boiling point 90-92 °C (lit.)
density 1.102 g/mL at 25 °C (lit.)
refractive index n20/D 1.592(lit.)
Fp >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform (Slightly), DMSO (Slightly)
form liquid
pka4.49±0.20(Predicted)
color Yellow (material may darken on storage)
InChIInChI=1S/C9H11N/c10-9-6-2-4-7-3-1-5-8(7)9/h2,4,6H,1,3,5,10H2
InChIKeyRXTJLDXSGNEJIT-UHFFFAOYSA-N
SMILESC1C2=C(C(N)=CC=C2)CC1
CAS DataBase Reference32202-61-2
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2921490090
MSDS Information
ProviderLanguage
SigmaAldrich English
4-AMINOINDAN Usage And Synthesis
Uses4-Aminoindan was used in the synthesis of 4,5-dihydro-N-(2,3-dihydro-1H-inden-4-yl)oxazol-2-amine and 1-(2-chloroethyl)-3-(2,3-dihydro-1H-inden-4-yl)urea.
General Description4-Aminoindan undergoes nucleophlic addition reaction with 2-chloroacetylisocyanate to yield 1-(2-chloroacetyl)-3-(2,3-dihydro-1H-inden-4-yl)-urea.
Synthesis
4-NITROINDAN

34701-14-9

4-AMINOINDAN

32202-61-2

General procedure for the synthesis of 4-aminoindan from 4-nitro-2,3-dihydro-1H-indene: 4-nitroindan (10 g, 61 mmol) was dissolved in 50 mL of ethanol in a 500 mL Parr shaker vessel. A 10% Pd/C (1 g) ethanol slurry was added. The mixture was subjected to a hydrogen atmosphere (50 psi) and reacted on a Parr oscillator for 1 h. The progress of the reaction was monitored by thin-layer chromatography (TLC, unfolding agent was a hexane solution of 20% ethyl acetate) to confirm that the feedstock was completely consumed. Upon completion of the reaction, the mixture was filtered twice through a diatomaceous earth pad and washed with a large amount of ethanol and filtered once more through filter paper. The ethanol was removed by evaporation under reduced pressure and the resulting crude product was purified by fast column chromatography on silica gel (eluent was a hexane solution of 10% ethyl acetate) to afford the target compound 4-aminoindan (8) as a viscous colored oil (7.04 g, 86% yield). Its 1H NMR (400 MHz, DMSO-d6) data were as follows: δ 1.95 (m, 2H), 2.61 (t, J = 7.3 Hz, 2H), 2.76 (t, J = 7.5 Hz, 2H), 4.77 (s, 2H), 6.36 (d, J = 7.8 Hz, 1H), 6.42 (d, J = 6.8 Hz, 1H), 6.80 (t, J = 7.6 Hz, 1H).

References[1] Patent: US2005/101569, 2005, A1. Location in patent: Page/Page column 17
[2] Patent: US2008/125454, 2008, A1. Location in patent: Page/Page column 17
[3] Patent: WO2006/21544, 2006, A1. Location in patent: Page/Page column 35-36
[4] Monatshefte fuer Chemie, 1974, vol. 105, p. 1362 - 1373
[5] J. Gen. Chem. USSR (Engl. Transl.), 1963, vol. 33, p. 461 - 465
Tag:4-AMINOINDAN(32202-61-2) Related Product Information
(4,5-DIHYDRO-1H-IMIDAZOL-2-YL)-4-INDANYLAMINE 1,1,3,3,5-PENTAMETHYL-4,6-DINITROINDANE 2-AMINOINDAN N-FMOC-2-AMINOINDAN-2-CARBOXYLIC ACID (1R,2S)-(+)-cis-1-Aminoindan-2-ol,98%,(1R,2S)-(-)-CIS-1-AMINOINDAN-2-OL,(1R,2S)-(+)-CIS-1-AMINOINDAN-2-OL 1-Aminoindan 5,6-methylenedioxy-2-aminoindan 5-AMINOINDAN,Aminoindan,5-Aminoindan,98+% 1-Aminoindane Hydrochloride (S)-(+)-1-Aminoindan,ChiPros?99+%,ee99+%,(S)-(+)-1-AMINOINDAN N-PHENYL-2-AMINOINDAN (R)-1-AMINOINDAN,(R)-(-)-1-AMINOINDAN,(R)-(-)-1-Aminoindan 98% 2-AMINOINDAN HYDROCHLORIDE 6-Methoxy-1-aminoindan hydrochloride 5-AMINOINDAN-1-ONE,5-Aminoindan-1-one, 95+% (1S,2R)-(-)-cis-1-Aminoindan-2-ol,98%,(1S,2R)-(+)-CIS-1-AMINOINDAN-2-OL,(1S,2R)-(-)-CIS-1-AMINOINDAN-2-OL 1-Aminoindan-2-ol 2-AMINOINDAN-2-CARBOXYLIC ACID HYDROCHLORIDE

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