11,12-Dihydro-11-phenylindolo[2,3-a]carbazole

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CAS:1024598-06-8
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11,12-Dihydro-11-phenylindolo[2,3-a]carbazole manufacturers

11,12-Dihydro-11-phenylindolo[2,3-a]carbazole Basic information
Product Name:11,12-Dihydro-11-phenylindolo[2,3-a]carbazole
Synonyms:11,12-Dihydro-11-phenylindolo[2,3-a]carbazole;11-phenyl-11,12-dihydroindolo[2,3-a]carbazole;Indolo[2,3-a]carbazole, 11,12-dihydro-11-phenyl-;11-phenylindolo[2,3-a]carbazole;11,12-Dihydro-11-phenylindolo[2,3-a]carbazole;11,12-Dihydro-11-phenylindo;11,12-Dihydro-11-phenylindolo[2,3-a]carbazole>;1,12-Dihydro-11-phenylindolo[2,3-a]carbazole
CAS:1024598-06-8
MF:C24H16N2
MW:332.4
EINECS:
Product Categories:
Mol File:1024598-06-8.mol
11,12-Dihydro-11-phenylindolo[2,3-a]carbazole Structure
11,12-Dihydro-11-phenylindolo[2,3-a]carbazole Chemical Properties
Boiling point 598.8±32.0 °C(Predicted)
density 1.26
storage temp. Sealed in dry,Room Temperature
form powder to crystal
pka16.78±0.30(Predicted)
color White to Light yellow to Light orange
InChIInChI=1S/C24H16N2/c1-2-8-16(9-3-1)26-22-13-7-5-11-18(22)20-15-14-19-17-10-4-6-12-21(17)25-23(19)24(20)26/h1-15,25H
InChIKeyIENOQUQIVSMWGP-UHFFFAOYSA-N
SMILESN1C2=C(C=CC=C2)C2=C1C1N(C3=CC=CC=C3)C3=C(C=1C=C2)C=CC=C3
CAS DataBase Reference1024598-06-8
Safety Information
HS Code 2933.99.8290
MSDS Information
11,12-Dihydro-11-phenylindolo[2,3-a]carbazole Usage And Synthesis
Synthesis
Bromobenzene

108-86-1

11,12-Dihydroindolo[2,3-a]carbazole

60511-85-5

11,12-Dihydro-11-phenylindolo[2,3-a]carbazole

1024598-06-8

General procedure for the synthesis of 11,12-dihydro-11-phenylindolo[2,3-a]carbazole from bromobenzene and 11,12-dihydroindolo[2,3-a]carbazole: Pd2(dba)3 (178.6 mg, 0.20 mmol) and t-Bu3P (78.9 mg, 0.39 mmol) were mixed with Pd2(dba)3 (178.6 mg, 0.20 mmol) and t-Bu3P (78.9 mg, 0.39 mmol) in o-xylene (50 mL) at room temperature under stirred for 10 min. Subsequently, 11,12-dihydroindolo[2,3-a]carbazole (Intermediate I-1, 5 g, 19.51 mmol), bromobenzene (3.37 g, 21.46 mmol), and t-BuONa (1.12 g, 11.71 mmol) were added and stirred at reflux for 48 hours at 160 °C. After completion of the reaction, it was cooled to room temperature, distilled water (20 mL) was added and extracted with ethyl acetate. The organic phase was dried over magnesium sulfate, filtered and the solvent evaporated. Purification by column chromatography afforded 11,12-dihydro-11-phenylindolo[2,3-a]carbazole (Intermediate I-2, 5.35 g, 83% yield).MS-EI, m/e: 332.13 (calculated), 332.19 (measured).

References[1] Patent: KR2015/96018, 2015, A. Location in patent: Paragraph 0377-0379
[2] Patent: US2018/90690, 2018, A1. Location in patent: Paragraph 0161; 0162
[3] Patent: KR2018/32519, 2018, A. Location in patent: Paragraph 0120-0122
[4] Patent: EP2894157, 2015, A1. Location in patent: Paragraph 0198
[5] Patent: KR2015/84657, 2015, A. Location in patent: Paragraph 1642-1645
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