255829-30-2|4-(3,6-Di-tert-butyl-9H-carbazol-9-yl)aniline| Ambeed

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Quality Control of [ 255829-30-2 ] Purity: 98% SDS Specification

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Product Details of [ 255829-30-2 ]

CAS No. :	255829-30-2
Formula :	C₂₆H₃₀N₂
M.W :	370.53
SMILES Code :	NC1=CC=C(N2C3=C(C4=C2C=CC(C(C)(C)C)=C4)C=C(C(C)(C)C)C=C3)C=C1
MDL No. :	MFCD32062891
InChI Key :	GBVGWEMDOXNWOP-UHFFFAOYSA-N
Pubchem ID :	10714241

Safety of [ 255829-30-2 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319
Precautionary Statements:	P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Application In Synthesis of [ 255829-30-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 255829-30-2 ]

[ 255829-30-2 ] Synthesis Path-Downstream 1~30

1
[ 255829-29-9 ]
[ 255829-30-2 ]

Yield	Reaction Conditions	Operation in experiment
86.02%	With tin(II) chloride dihdyrate; In ethanol; for 5h;Reflux;	In the second step, 7.80 g (17.7 mmol) of Compound 1, 12.00 g (53.1 mmol) of stannous chloride dihydrate and 80 ml of absolute ethanol were added to a 250 ml two-necked flask.The reaction was refluxed for 5 h, and after completion of the reaction, the reaction mixture was evaporated to dryness using a rotary evaporator. Adjust the reaction solution to alkaline. The resulting mixture was extracted with dichloromethane. The obtained dichloromethane solution was dried over anhydrous magnesium sulfate, then suction filtered and dried. A white solid was obtained, which was purified and concentrated to give a white solid (yield: 86.02%).
81%	With palladium 10% on activated carbon; hydrazine hydrate; In ethanol; for 12h;Reflux;	Compound 8 (100 mg, 0.25 mmol), a mass fraction of 10% palladium on carbon (2 mg), hydrazine hydrate (50 μL) and stirred under reflux in ethanol for 12 h;After cooling to room temperature, the palladium on carbon was removed by filtration, and the solvent was removed by rotary evaporation to obtain compound 9. Yield: 81%.

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.
[2]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.
[3]RSC Advances,2017,vol. 7,p. 47681 - 47688.
[4]Patent: CN109879860,2019,A .Location in patent: Paragraph 0040-0041; 0044.
[5]Organic and Biomolecular Chemistry,2011,vol. 9,p. 1523 - 1528.
[6]Patent: CN110845477,2020,A .Location in patent: Paragraph 0041-0042; 0049.
[7]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.
[8]Organic electronics,2019,vol. 71,p. 85 - 92.
[9]Science China Chemistry,2020,vol. 63,p. 1632 - 1644.

2
[ 109-89-7 ]
[ 255829-30-2 ]
3,6-di-tert-butyl-9-(4-(3,3-diethyltriazenyl)phenyl)carbazole [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

3
[ 255829-30-2 ]
[ 255829-32-4 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.
[2]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

4
[ 16982-76-6 ]
[ 255829-30-2 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.
[2]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.
[3]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.

5
[ 86-74-8 ]
2-(6-X-hexyloxy)tetrahydro-2H-pyran, X=halide [ No CAS ]
[ 255829-30-2 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.

6
[ 98-95-3 ]
[ 255829-30-2 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.

7
[ 255829-30-2 ]
[ 911842-51-8 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.

8
[ 255829-30-2 ]
[ 903586-98-1 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.

9
[ 255829-30-2 ]
[ 601454-35-7 ]

References: [1]Journal of the American Chemical Society,2006,vol. 128,p. 8549 - 8558.

10
[ 86-74-8 ]
silver amide [ No CAS ]
[ 255829-30-2 ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

11
[ 98-95-3 ]
ammonium sulfite [ No CAS ]
[ 255829-30-2 ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

12
[ 255829-30-2 ]
[ 255829-44-8 ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

13
[ 255829-30-2 ]
[ 255829-43-7 ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

14
[ 255829-30-2 ]
C₇₈H₇₆N₆ [ No CAS ]

References: [1]Journal of Organic Chemistry,2000,vol. 65,p. 116 - 123.

15
C₃₄H₂₄Cl₄N₂O₄ [ No CAS ]
[ 255829-30-2 ]
[ 1272398-11-4 ]

References: [1]Organic and Biomolecular Chemistry,2011,vol. 9,p. 1523 - 1528.

16
[ 255829-30-2 ]
[ 1379822-16-8 ]

References: [1]Chemistry - A European Journal,2012,vol. 18,p. 4010 - 4025.

17
[ 255829-30-2 ]
[ 1379822-12-4 ]

References: [1]RSC Advances,2017,vol. 7,p. 47681 - 47688.
[2]Chemistry - A European Journal,2012,vol. 18,p. 4010 - 4025.

18
[ 255829-30-2 ]
[ 1256555-28-8 ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.

19
[ 350-46-9 ]
[ 255829-30-2 ]
[ 1591636-43-9 ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.

20
[ 86-74-8 ]
[ 255829-30-2 ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.

21
[ 350-46-9 ]
[ 255829-30-2 ]

References: [1]Journal of Polymer Science, Part A: Polymer Chemistry,2014,vol. 52,p. 1172 - 1184.
[2]Organic electronics,2019,vol. 71,p. 85 - 92.
[3]Patent: CN109879860,2019,A .
[4]Patent: CN110845477,2020,A .
[5]Science China Chemistry,2020,vol. 63,p. 1632 - 1644.

22
4-(3,6-di-tert-butyl-9H-carbazol-9-yl)-2-hydroxybenzaldehyde [ No CAS ]
[ 255829-30-2 ]
(E)-5-(3,6-Di-tert-butyl-9H-carbazol-9-yl)-2-(((4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)imino)methyl)phenol [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53%	With trifluoroacetic acid; In ethanol; for 3h;Reflux;	Compounds 4 (0.40g, 1.0mmol) and 5 (0.37g, 1.0mmol) were first dispersed in ethanol (20mL), and two drops of trifluoroacetic acid were added. The mixture was refluxed for 3h, and then cooled to room temperature and filtered. The crude product was purified by column chromatography (silica) using dichloromethane/ petroleum ether (v/v=2/1) as eluent to afford TPMP (0.40g) as a yellow powder. Yield: 53%; m.p. > 300C. 1H NMR (400MHz, CDCl3) δ (ppm) 8.95 (s, 1H), 8.14 (s, 2H), 8.07 (s, 2H), 7.80 (s, 1H), 7.66 (t, J=10.0Hz, 6H), 7.47 (d, J=9.1Hz, 4H), 7.41-7.31 (m, 4H), 1.49 (s, 18H), 1.44 (s, 18H) (See Fig.S14). 13C NMR (100MHz, CDCl3) δ (ppm) 162.66, 161.89, 146.72, 143.58, 143.12, 142.89, 139.17, 138.49, 137.07, 133.62, 127.67, 123.95, 123.83, 123.73, 123.51, 122.57, 117.52, 116.85, 116.34, 114.29, 109.78, 109.17, 34.79, 32.04, 32.00 (See Fig.S15). FT-IR (KBr, cm-1): 2957, 2863, 1620, 1578, 1559, 1539, 1510, 1500, 1490, 1470, 1459, 1448, 1363, 1323, 1296, 1261, 1206, 1151, 1049, 817, 668, 613, 601. MS, m/z: calc.: 751.5, found: 752.8 [M+H]+ (See Fig.S16).

References: [1]Dyes and Pigments,2017,vol. 136,p. 633 - 640.

23
[ 255829-30-2 ]
[ 320575-24-4 ]
(E)-N,1-bis(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)methanimine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With trifluoroacetic acid; In ethanol; for 3h;Reflux;	Compounds 5 (0.37g, 1.0mmol) and 6 (0.38g, 1.0mmol) were first dispersed in ethanol (20mL). Two drops of trifluoroacetic acid were added and the mixture was refluxed for 3h. Then, the mixture was cooled to room temperature and filtered to afford TPMA (0.65g) as a yellowish powder: Yield: 90%. m.p. >300C. 1H NMR (400MHz, C6D4Cl2) δ (ppm) 8.80 (s, 1H), 8.48 (d, J=9.7Hz, 4H), 8.40 (d, J=8.0Hz, 2H), 7.89 (d, J=7.8Hz, 2H), 7.82 (d, J=8.1Hz, 2H), 7.76 (d, J=8.0Hz, 2H), 7.74-7.67 (m, 8H), 1.68 (s, 36H) (See Fig.S20). 13C NMR (100MHz, C6D4Cl2) δ (ppm) 134.21, 133.27, 132.93, 132.18, 131.57, 131.47, 131.03, 130.84, 130.58, 129.60, 129.38, 129.13, 128.56, 128.30, 128.05, 127.82, 34.76, 32.14, 32.10, 32.04, 25.91 (See Fig.S21). FT-IR (KBr, cm-1): 2961, 1632, 1606, 1508, 1469, 1368, 1328, 1295, 1262, 1240, 1191, 1164, 1105, 1038, 877, 844, 811, 609. MS, m/z: calc.: 735.5, found: 736.9 [M+H]+ (See Fig.S22).

References: [1]Dyes and Pigments,2017,vol. 136,p. 633 - 640.

24
[ 1111129-30-6 ]
[ 255829-30-2 ]
(E)-3-(((4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)imino)methyl)-3',5'-dimethyl-[1,1'-biphenyl]-4-ol [ No CAS ]

References: [1]New Journal of Chemistry,2017,vol. 41,p. 763 - 772.

25
[ 1111129-30-6 ]
[ 255829-30-2 ]
3-(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)-6-(3,5-dimethylphenyl)-2,2-difluoro-2H-2λ⁴,3λ⁴-benzo[e][1,3,2]oxazaborinine [ No CAS ]

References: [1]New Journal of Chemistry,2017,vol. 41,p. 763 - 772.

26
[ 893638-26-1 ]
[ 255829-30-2 ]
(E)-3-(((4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)imino)methyl)-3',5'-bis(trifluoromethyl)-[1,1'-biphenyl]-4-ol [ No CAS ]

References: [1]New Journal of Chemistry,2017,vol. 41,p. 763 - 772.

27
[ 37500-95-1 ]
[ 255829-30-2 ]

References: [1]RSC Advances,2017,vol. 7,p. 47681 - 47688.
[2]Organic electronics,2019,vol. 71,p. 85 - 92.
[3]Patent: CN109879860,2019,A .
[4]Patent: CN110845477,2020,A .
[5]Science China Chemistry,2020,vol. 63,p. 1632 - 1644.

28
[ 636-98-6 ]
[ 255829-30-2 ]

References: [1]RSC Advances,2017,vol. 7,p. 47681 - 47688.

29
[ 255829-30-2 ]
[ 601454-33-5 ]
bis(4-(3,6-di-tert-butyl-9H-carbazol-9-yl)phenyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82.41%	With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate; In toluene; for 36h;Inert atmosphere; Reflux;	the fourth step,Compound 3 2.85 g (6.6 mmol) was added to a 100 ml two-necked flask.Compound 2 3.00g (8.1mmol),Pd2(dba)3 0.25g,Sodium tert-butoxide 2.02g,2.8 ml of tri-tert-butyl phosphate and 50 ml of anhydrous toluene.The reaction was refluxed for 36h under argon protection condition,After the reaction was completed, it was washed three times with deionized water. The resulting organic phase was then dried to give a brown solid. The separation was carried out by column chromatography, and the title compound was concentrated to give a white solid 4.20 g, yield 82.41%.

References: [1]Patent: CN109879860,2019,A .Location in patent: Paragraph 0040-0041; 0046.
[2]Organic electronics,2019,vol. 71,p. 85 - 92.

30
[ 41168-79-0 ]
[ 255829-30-2 ]
C₆₂H₆₄N₄⁽²⁺⁾*2Cl^(1-) [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With water; In ethanol; for 84h;Reflux;	1 mmol of compound 9 (370 mg, 1 mmol) and compound 5 (2.5 g, 4.5 mmol) were reacted in a mixed solvent of ethanol and deionized water at a volume ratio of 1: 1 for 84 h under reflux;Cool to room temperature, remove the solvent by rotary evaporation, add a small amount of methanol to completely dissolve the solid, and then add a large amount of diethyl ether to precipitate to obtain compound 10;

References: [1]Science China Chemistry,2020,vol. 63,p. 1632 - 1644.
[2]Patent: CN110845477,2020,A .Location in patent: Paragraph 0041-0042; 0050.

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H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 255829-30-2

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CAS No.: 255829-30-2

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[ 255829-30-2 ] Synthesis Path-Downstream 1~30

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