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Chemistry
Organic Building Blocks
Aryls
N-(4-Aminobenzyl)aniline
Chemistry
Organic Building Blocks
Aryls
Amines Benzene Compounds

[ CAS No. 24007-66-7 ]

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Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 24007-66-7
Chemical Structure| 24007-66-7
Chemical Structure| 24007-66-7
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Quality Control of [ 24007-66-7 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification
Alternatived Products of [ 24007-66-7 ]

Product Details of [ 24007-66-7 ]

CAS No. :24007-66-7 MDL No. :MFCD00452800
Formula : C13H14N2 Boiling Point : -
Linear Structure Formula :- InChI Key :NLONWIQMGNPYEZ-UHFFFAOYSA-N
M.W :198.26 Pubchem ID :308672
Synonyms :

Safety of [ 24007-66-7 ]

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

Application In Synthesis of [ 24007-66-7 ]

* 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 [ 24007-66-7 ]

[ 24007-66-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 622-14-0 ]
  • [ 1208-52-2 ]
  • [ 20887-06-3 ]
  • [ 24007-66-7 ]
  • [ 101-77-9 ]
YieldReaction ConditionsOperation in experiment
DSiAl-1 extrudate, calcined at 25C; In aniline; at 60 - 95℃;Inert atmosphere;Product distribution / selectivity; 5 g samples of the DSiAl-I extrudate (batch one from example 1, room temperature), prepared according to example 1, was calcined at various temperatures from room temperature to 800 C for six hours under air and one atmosphere pressure. Catalyst evaluation was carried out according to example 3 using 0.5 g of the solid catalysts in each experiment. A significant activity increase was found with increasing calcination temperature. The activities for the room temperature sample and the calcined samples are shown below in Table 1 and illustrated in FIGURE 2 (Reaction conditions: aminal/aniline (preparation using 5:1 molar ratio of aniline to formaldehyde), 5.0 mL; solid acid catalyst, 14/30 mesh, 0.5 g; (1) T=60 C/4h, (2) T=95 C/2h; 1 atm Ar.). Table 1
LZ20M, calcined at 800C; In aniline; at 60 - 95℃;Inert atmosphere;Product distribution / selectivity; Between 0.1 - 0.5 g of solid catalyst (examples 1-4, either calcined under air or calcined and dried in the tube furnace) was placed in a 25 mL flask containing a magnetic stir bar. Next, 5.0 g of the PABA synthesis solution (example 6) was added, the mixture was heated to 95C and stirred for four hours at this temperature. Aliquots of reaction solution were removed every 30 min, filtered through a syringe filter and analyzed by GC. The catalyst testing protocol was carried out under air as well as under exclusion of air and moisture (drybox). The catalytic activity data comparing both testing protocols is summarized in Table 1 and FIGURE 7 More specifically, Table 1 contains a comparison of air-calcined and tube furnace-dried catalysts in the aminal to methylenedianiline rearrangement reaction Reaction conditions included aminal/aniline (5.1 molar ratio of aniline to formaldehyde), 5 0 mL; solid acid catalyst, 14/30 mesh, 0.1-0.5 g; (1) T= 60C/2h, (2) T = 95C/4h; latm Ar. Catalytic evaluation of tube-furnace dried samples was carried out in a Vacuum- Atmospheres dry box.FIGURE 7 contains a comparison of air-calcined and tube furnace-dried catalysts in the aminal to methylenedianiline rearrangement reaction. Reaction conditions included PABA synthesis solution (5 1 molar ratio of aniline to formaldehyde), 5.0 mL, solid acid catalyst, 14/30 mesh, 0 5 g; T = 85C/4h; 1 atm Ar Catalytic evaluation of the tube-furnace dried samples was carried out in a Vacuum- Atmospheres dry box.All materials were calcined at 7000C in air prior to evaluation(1) Air Protocol Catalysts were used for evaluations after calcination at 700C in air (2) Catalysts were used for evaluations after calcination at 7000C in air followed by drying undei flowing N2 in a tube furnace, catalytic testing was performed in a Vacuum-Atmospheres dry box "' Produce distribution by GC analysis [Oligomers] = 100 % -Sigma[4,4'-MDA + 2 4'-MDA = OABA + PABA]4 First order rate constant of PABA disappearance under the employed reaction conditions k,(PABA)={SLOPE(In[PABA]/time}/cat /[PABA/anihne] , {mm"1}
Reference： [1]Patent: WO2010/19844,2010,A1 .Location in patent: Page/Page column 17
[2]Patent: WO2010/19844,2010,A1 .Location in patent: Page/Page column 26; 27
  • 2
  • [ 782-45-6 ]
  • [ 24007-66-7 ]
Reference： [1]Advanced Synthesis and Catalysis,2013,vol. 355,p. 2775 - 2780
  • 3
  • [ 65422-72-2 ]
  • [ 24007-66-7 ]
  • C21H17N3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
97% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; 230 Example 230 HATU (1.0 equiv) and DIPEA (5.0 equiv) were added to a solution of acid (19.3 mg, 0.1 mmol) and amide (19.9 mg, 0.1 mmol, 1.0 equiv) in DMF (2 mL). After stirring at rt for 16 h, the mixture was subject to HPLC purification to afford compound JJ243: 34.9 mg, 97% yield. 1H NMR (600 MHz, Acetone-d6) δ 7.81 - 7.75 (m, 3H), 7.73 (d, J = 1.8 Hz, 1H), 7.39 (d, J = 8.3 Hz, 2H), 7.33 (d, J = 8.3 Hz, 1H), 7.13 (d, J = 7.8 Hz, 1H), 6.79 (d, J = 7.8 Hz, 1H), 6.69 (dd, J = 624.9, 7.5 Hz, 0H), 4.39 (s, 2H). ESI m/z =719.3 [2M+H]+.
Reference： [1]Current Patent Assignee: ICAHN SCHOOL OF MEDICINE AT MOUNT SINAI - WO2021/257544, 2021, A1 Location in patent: Page/Page column 172

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