2936-62-1|Phenyl(o-tolyl)methanamine| Ambeed

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Quality Control of [ 2936-62-1 ] Purity: 95% SDS Specification

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Product Details of [ 2936-62-1 ]

CAS No. :	2936-62-1
Formula :	C₁₄H₁₅N
M.W :	197.28
SMILES Code :	NC(C1=CC=CC=C1)C2=CC=CC=C2C
MDL No. :	MFCD00185145
InChI Key :	LZLNARHIRUKNFV-UHFFFAOYSA-N
Pubchem ID :	15254157

Safety of [ 2936-62-1 ]

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

Application In Synthesis of [ 2936-62-1 ]

* 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 [ 2936-62-1 ]

[ 2936-62-1 ] Synthesis Path-Downstream 1~28

1
[ 85515-91-9 ]
[ 2936-62-1 ]

References: [1]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1942,vol. 62,p. 372,373,374;dtsch.Ref.S.108.
Chem.Abstr.,1951,p. 1728.
[2]Farmaco, Edizione Scientifica,1968,vol. 23,p. 949 - 962.
[3]Bioorganic and Medicinal Chemistry,2000,vol. 8,p. 1139 - 1149.

2
[ 21464-35-7 ]
[ 2936-62-1 ]

References: [1]Farmaco, Edizione Scientifica,1968,vol. 23,p. 949 - 962.

3
[ 2936-62-1 ]
[ 57-13-6 ]
[ 71135-99-4 ]

References: [1]Pharmaceutical Chemistry Journal,1988,vol. 22,p. 358 - 363.
Khimiko-Farmatsevticheskii Zhurnal,1988,vol. 22,p. 540 - 545.

4
[ 75-44-5 ]
[ 2936-62-1 ]
[ 170459-33-3 ]

References: [1]Tetrahedron,1995,vol. 51,p. 7883 - 7906.

5
[ 2936-57-4 ]
[ 2936-62-1 ]

References: [1]Collection of Czechoslovak Chemical Communications,1965,vol. 30,p. 2484 - 2487.

Yield	Reaction Conditions	Operation in experiment
43%		General procedure: Magnesium turnings (0.224 g, 9.35 mmoi) were added to a three neck RBF equipped with nitrogen flow and cold water condenser. Anhydrous THF (25 mL) was added to the reaction mixture and heated at 70-80 C. A solution of 1 -bromo-4-methy3benzene (0.80 g, 4,67 mmol) in THF (10 mL) was added over 20 minutes dropwise to the reaction mixture and the resulting mixture was retluxed at 80 C for 2 h. The resulting gray mixture was cooled to 10 C and used in next step without further purification.(e) (4-chloro-2-methylphenyl)(p-tolyl)methanammeTo a solution of 4-chloro-2~methylbenzonitrile (0.50 g, 3.31 mmoi) in anhydrous THF (15 mL) at 0 C was added solution of >-tolylmagnesium bromide in THF (15 mL) slowly over 10 minutes and the resulting mixture was allowed to warm to rt. The reaction mixture was stirred at rt for 5 h and heated to 60 C where it was further stirred for 2 h. After completion of the imine formation, the reaction mixture was cooled to 0 C and 5 mL of methanol was added very slowly followed by sodium borohydride (0.244 g, 6.62 mmol). The resulting mixture was warmed to rt and stirred overnight. After completion of the reaction, water (10 mL) was added in to the reaction mixture and the mixture was extracted with ethyl acetate (2 X 40 mL). The combined organic layers were washed with brine (25 mL), dried over Na2804, and evaporated to obtained a crude product which was purified using silica gel column chromatography using 10% ethyl acetate in hexanes to obtain the title compound (0.40 g, 40.0%) as a light brown oil. ]H NMR (400 MHz, DMSO-de) δ ppm 7.54-7.56 (d, 1 H), 7.22-7.28 (d, 1 H), 7.15-7.21 (m, 3 H), 7.1 1 -7.13 (m, 2 H), 5.16 (s, 1 IT), 2.24 (s, 3 H), 2.21 (s, 3 IT).

7
phenyl-o-tolyl-ketoxime [ No CAS ]
[ 2936-62-1 ]

References: [1]Chemische Berichte,1891,vol. 24,p. 2805.

8
[ 2936-62-1 ]
trichloromethyl chloroformate [ No CAS ]
[ 170459-33-3 ]

References: [1]Bioorganic and Medicinal Chemistry,2000,vol. 8,p. 1139 - 1149.

9
[ 131-58-8 ]
[ 2936-62-1 ]

References: [1]Bioorganic and Medicinal Chemistry,2000,vol. 8,p. 1139 - 1149.
[2]Angewandte Chemie - International Edition,2020,vol. 59,p. 5321 - 5325.
Angew. Chem.,2020,vol. 132,p. 5359 - 5363.

10
[ 2936-62-1 ]
(phenyl-<i>o</i>-tolyl-methyl)-carbamic acid 3-(1<i>H</i>-imidazol-4-yl)-propyl ester [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry,2000,vol. 8,p. 1139 - 1149.

11
C₂₇H₂₃NO [ No CAS ]
[ 92-83-1 ]
[ 2936-62-1 ]

References: [1]Organic Letters,2008,vol. 10,p. 4689 - 4691.

12
[ 2936-62-1 ]
[ 49703-56-2 ]

References: [1]Organic Letters,2008,vol. 10,p. 4689 - 4691.

13
[ 2936-62-1 ]
[ 75-36-5 ]
[ 132666-29-6 ]

References: [1]Organic Letters,2008,vol. 10,p. 4689 - 4691.

14
[ 2936-62-1 ]
[ 366-79-0 ]
rac-4-fluoro-N-[(phenyl-o-tolylmethyl)carbamoyl]methyl}benzamide [ No CAS ]

References: [1]Bioorganic and Medicinal Chemistry Letters,2008,vol. 18,p. 5533 - 5536.

15
[ 2936-62-1 ]
syn-(D)-N-(2-methyl)benzhydryl-α-(2-fulyl)glycine nitrile [ No CAS ]

References: [1]Patent: JP2017/145214,2017,A .
[2]Chemistry - A European Journal,2018,vol. 24,p. 1304 - 1310.

16
[ 74-90-8 ]
[ 2936-62-1 ]
[ 104-55-2 ]
anti-(L)-N-(2-methyl)benzhydryl-α-styrylglycine nitrile [ No CAS ]
C₂₄H₂₂N₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		General procedure: In the presence of sodium sulfate, 2-furaldehyde (1 equivalent) and (S) -<strong>[2936-62-1]2-methylbenzhydrylamine</strong> (1 equivalent) were stirred overnight at room temperature in dichloromethane. Thereafter, sodium sulfate was removed by filtration, and the solvent was distilled off. The residue was recrystallized to obtain an imine compound in a yield of 89%.(Addition of hydrogen cyanide to imine compound)(S) -imine compound (enantiomer excess ratio 98% ee, 1.81 mmol, 500 mg) was suspended in methanol (2.0 mL), reacted with HCN (1.98 mmol, 53 mg), and after 4 minutes the desired Crystals of the amino nitrile compound precipitated spontaneously. After 140 hours from the start of the reaction, crystals were separated by filtration and the crystals were washed with isopropyl alcohol (IPA) (2 mL)To give an (αS, NS) -aminonitrile compound (1.57 mmol, 476 mg) having a diastereomeric ratio dr = 30: 1 or more in a yield of 87%. The relationship between the reaction time and the diastereomer ratio dr at this time is shown in FIG. The enantiomeric excess was confirmed by HPLC after dissolving the crystals in a solvent. The diastereomeric ratio dr was measured by NMR nuclear magnetic resonance spectrometer and HPLC.Further, the filtrate was concentrated, the residue was subjected to column chromatography and eluted with hexane / chloroform= 1/1 (v / v) elution part, (αR, NS) -aminini having a diastereomer ratio dr = 1: 0.84Tril (0.1 mmol, 30 mg) was obtained in 5% yield.The obtained (αS, NS) -aminonitrile compound crystal was dissolved in concentrated hydrochloric acid trifluoroacetic acid (1: 1, v / v) and hydrolyzed to obtain optically active amino acid (S isomer). It was dissolved in concentrated hydrochloric acid-trifluoroacetic acid (1: 1, v / v) as a mixed solvent so that the concentration of amino nitrile was 0.5 mol / L, and hydrolysis reaction was carried out. The above reaction equation is shown below.

References: [1]Patent: JP2017/145214,2017,A .Location in patent: Paragraph 0010; 0025; 0027.

17
[ 98-01-1 ]
[ 2936-62-1 ]
C₁₉H₁₇NO [ No CAS ]
C₁₉H₁₇NO [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
4 g; 4 g	With sodium sulfate; In dichloromethane; at 20℃;	A racemic form of an imine compound obtained by condensing a primary amine compound and a carbonyl compound was optically resolved to prepare an optically active primary amine compound. The reaction equation is shown in Fig.That is, 2-furaldehyde (1 equivalent) and racemic <strong>[2936-62-1]2-methylbenzhydrylamine</strong> (1 equivalent) were stirred in dichloromethane in the presence of sodium sulfate at room temperature overnight. Thereafter, sodium sulfate was removed by filtration, and the solvent was distilled off. The residue was recrystallized to obtain a racemic imine compound.80 g of this imine compound was dissolved in about 300 mL of ethyl acetate at 43 C. to prepare a supersaturated solution. 0.04 g of (S) -imine compound was inoculated into this supersaturated solution as crystal nuclei and maintained at 39 C. to precipitate crystals. This was filtered and dried to obtain 4 g of crystals of the (S) -imine compound. The enantiomeric excess of this product was 96% ee. This (S) -imine compound was hydrolyzed in a mixed solvent of 1 M hydrochloric acid (100 mL) and diethyl ether (100 mL), and after extraction with neutralization with sodium bicarbonate water and concentration, (S) -2-methylbenz Hydrylamine was quantitatively obtained.On the other hand, 0.04 g of (R) -imine compound was inoculated as a crystal nucleus to the solution after filtration, and operated in the same manner as described above to obtain 4 g of crystals of (R) -imine compound. The enantiomeric excess of this product was 96% ee. Then, the mixture was hydrolyzed and differentiated in the same manner as above to obtain (R) -<strong>[2936-62-1]2-methylbenzhydrylamine</strong>.

References: [1]Patent: JP2017/145214,2017,A .Location in patent: Paragraph 0014; 0028.

18
[ 98-01-1 ]
[ 2936-62-1 ]
C₁₉H₁₇NO [ No CAS ]