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About This Item
Linear Formula:
BrC6H2(Cl)2NH2
CAS Number:
Molecular Weight:
240.91
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
Assay
98%
mp
81-83 °C (lit.)
SMILES string
Nc1c(Cl)cc(Cl)cc1Br
InChI
1S/C6H4BrCl2N/c7-4-1-3(8)2-5(9)6(4)10/h1-2H,10H2
InChI key
DTPADCOGQUOGHT-UHFFFAOYSA-N
General description
Bromo-4,6-dichloroaniline can be prepared from 2,4-dichloroacetanilide via deprotection, followed by bromination with NBS (N-bromosuccinimide).
Application
2-Bromo-4,6-dichloroaniline reacts with Pd(OAc)2, PPh3, potassium furan-2-yltrifluoroborate and K2CO3 to yied N-allyl-2,4-dichloro-6-(furan-2-yl)aniline.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Matthew Lovell Read et al.
The Journal of organic chemistry, 78(3), 1311-1316 (2013-01-12)
A novel and efficient synthesis of phenanthridines and aza analogues is reported. The key step is a microwave-mediated intramolecular Diels-Alder cyclization of o-furyl(allylamino)arenes. In the presence of a catalytic amount of acid, the DA-adduct reacts further to give the dihydrophenanthridines
An efficient synthesis of [13C6]-3, 5-dichloroaniline.
Latli B, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 51(7), 283-285 (2008)
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