379492
1-Acetylindoline
98%
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About This Item
Empirical Formula (Hill Notation):
C10H11NO
CAS Number:
Molecular Weight:
161.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
InChI
1S/C10H11NO/c1-8(12)11-7-6-9-4-2-3-5-10(9)11/h2-5H,6-7H2,1H3
SMILES string
CC(=O)N1CCc2ccccc12
InChI key
RNTCWULFNYNFGI-UHFFFAOYSA-N
assay
98%
mp
102-104 °C (lit.)
General description
1-Acetylindoline, a substituted indole, is a tertiary amide having bulky N-groups. Its reduction to the corresponding amine, by reaction with silane in the presence of MoO2Cl2 (catalyst), has been reported.
Application
1-Acetylindoline may be used in the synthesis of 5-chloroindole.
- Reactant for preparation of triazolothiadiazepine dioxide derivatives
- Reactant for preparation of halo-substituted aromatic amides
- Reactant for preparation of [[(phenyl)piperazinyl]alkyl]indolyl]ethanone and [[[(phenoxyethyl)piperazinyl]alkyl]indolyl]ethanone derivatives as α1-adrenoreceptor antagonists
- Reactant for synthesis of naphthalenedione derivatives as antimycobacterial agents
- Reactant for regioselective ortho Suzuki-Miyaura coupling reaction
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Reduction of amides with silanes catalyzed by MoO2Cl2.
Fernandes AC and Rom?o CC.
J. Mol. Catal. A: Chem., 272(1), 60-63 (2007)
Highly Convenient and Large Scale Synthesis of 5-chloroindole and its 3-substituted Analogues
Keetha L, et al.
J. Korean Chem. Soc., 55(2) (2011)
The synthesis of 5-and 7-acetylindole derivatives. I: The photochemical rearrangement of 1-acetylindoline.
Akagi M and Ozaki K.
Heterocycles, 26(!), 61-64 (1987)
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