50670-64-9|5-Amino-2-methylbenzonitrile| Ambeed

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Quality Control of [ 50670-64-9 ] Purity: 97% SDS Specification

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Product Details of [ 50670-64-9 ]

CAS No. :	50670-64-9
Formula :	C₈H₈N₂
M.W :	132.16
SMILES Code :	NC1=CC(=C(C=C1)C)C#N
MDL No. :	MFCD00017608
InChI Key :	YDZVQWCVKXYGIU-UHFFFAOYSA-N
Pubchem ID :	2735365

Safety of [ 50670-64-9 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of [ 50670-64-9 ]

* 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 [ 50670-64-9 ]

[ 50670-64-9 ] Synthesis Path-Downstream 1~35

1
[ 75-15-0 ]
[ 50670-64-9 ]
N,N'-bis-(3-cyano-4-methyl-phenyl)-thiourea [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1350,1356.

2
[ 120-57-0 ]
[ 50670-64-9 ]
2-methyl-5-piperonylidenamino-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

3
[ 939-83-3 ]
6,6'-dimethyl-3,3'-hydrazo-di-benzonitrile [ No CAS ]
[ 50670-64-9 ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1350,1356.

4
[ 939-83-3 ]
[ 50670-64-9 ]

Yield	Reaction Conditions	Operation in experiment
96%	With hydrogen;palladium 10% on activated carbon; In ethanol; ethyl acetate;	Step 2: 5-Amino-2-methylbenzonitrile: A mixture of <strong>[939-83-3]2-methyl-5-nitrobenzonitrile</strong> (25.0 g, 154 mmol), 10% palladium on charcoal (2.5 g) ethyl acetate (150 mL) and ethanol (150 mL) is stirred under an atmosphere of hydrogen. The catalyst is removed by filtration through a pad of celite and the filtrate is concentrated to give 5-amino-2-methylbenzonitrile (also see, Scholz, D. et al. J. Med Chem., 41,1050-1059 (1998)) (19.6 g, 96%) as a tan solid. MS: m/e = 133 (M + H).
59.6%	palladium; In ethanol; ethyl acetate;	EXAMPLE XV 3-Amino-6-methylbenzonitrile STR25 A suspension of 8.11 g (50 mmol) of 6-methyl-3-nitrobenzonitrile and 0.81 g of 10% of palladium-on-charcoal in 50 ml of ethanol and 50 ml of ethyl acetate is hydrogenated under 2.9 bar for 1 hour. The catalyst is filtered off, the filtrate is concentrated and the residue is crystallized from ether/petroleum ether. Yield: 59.6% of theory Melting point: 88 C.
	With iron; ammonium chloride; In 1,4-dioxane; ethanol; water; at 25 - 80℃; for 16.0h;	Step 1. Preparation of 5-amino-2-methyl-benzonitrile (B18-1): A stirred suspension of <strong>[939-83-3]2-methyl-5-nitro benzonitrile</strong> (20 g, 123.45 mmol) in a mixture of dioxane (640 mL), ethanol (480 mL) and water (160 mL) at 25 C. was treated with NH4Cl (26.4 g, 493.8 mmol) followed by treatment with iron powder (34.4 g, 617.2 mmol). The mixture was then heated at 80 C. for 16 hours. The mixture was filtered through a Celite bed and concentrated. The resultant residue was diluted with EtOAc (600 mL), washed with water (150 mL) and brine (100 mL), and dried over anhydrous sodium sulfate. The organic solution was then concentrated to provide B18-1 as an orange solid. Yield: 18.2 g. 1H NMR (CDCl3): delta 7.08 (d, 1H), 6.84-6.9 (m, 1H), 6.75-6.82 (m, 1H), 3.65-3.82 (m, 2H) and 2.4 (s, 3H). Mass: (M+1) 133 calculated for C8H8N2. The product was used below to prepare B18-2 without further purification.

References: [1]Patent: WO2005/97750,2005,A1 .Location in patent: Page/Page column 69.
[2]Organic Letters,2017,vol. 19,p. 4746 - 4749.
[3]Organic Letters,2003,vol. 5,p. 1131 - 1134.
[4]Journal of Materials Chemistry,2011,vol. 21,p. 9523 - 9531.
[5]Patent: US5596006,1997,A .
[6],1949,vol. <A> 1,p. 253,257.
Chem.Abstr.,1952,p. 937.
[7]Chemische Berichte,1898,vol. 31,p. 2884.
[8]Justus Liebigs Annalen der Chemie,1941,vol. 546,p. 277,291.
[9]Patent: US2009/54395,2009,A1 .Location in patent: Page/Page column 45.

5
[ 50670-64-9 ]
[ 2840-04-2 ]

References: [1]Recueil des Travaux Chimiques des Pays-Bas,1923,vol. 42,p. 37.

6
[ 50670-64-9 ]
[ 101349-82-0 ]

Yield	Reaction Conditions	Operation in experiment
60%		Preparation 25-Hydroxy-2-methyl-benzonitrileAdd a solution of sodium nitrile (2.1 g, 31 mmol) in water (15 mL) drop wise at 5 C to a stirred solution of <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (4.0 g, 31 mmol) in 33% sulfuric acid (45 mL) and keep the temperature below 5 C. In a separate flask, add concentrated sulfuric acid (30 mL) cautiously to a stirred solution of sodium sulfate (21.7 g, 153 mmol) in water (15 mL) and heat the mixture to reflux. Add the prepared diazonium solution to the refluxing mixture in portions and continue refluxing for 2 hours. Cool the mixture slowly to room temperature and stir overnight. Extract the mixture with ethyl acetate (2 x 100 mL) and wash the combined organic extracts with water (2 x 150 mL) and 10% NaOH water solution (3 x 100 mL). Acidify the combined NaOH extracts with concentrated HC1 and then extract with ethyl acetate (2 x 200 mL). Dry the organic extracts over Na2S04 and concentrate under reduced pressure to give the title compound as a yellow solid (2.4 g, 60%): ES/MS (m/z) 134 (M+H), which is used directly without further purification.
60%		To a stirred solution of 5-Amino-2-methylbenzonitrile (4.00 g, 30.27 mmol) in 33% sulfuric acid (45 mL) was added a solution of sodium nitrite (2.09 g, 30.27 mmol) in water (15 mL) at 5C. The temperature was kept below 5C. In a separated flask, concentrated sulfuric acid (30 mL) was added cautiously to a stirred solution of sodium sulfate (21.50 g, 151.33 mmol) in water (15 mL). The slurry was heated to reflux. The prepared diazonium salt was added dropwise to the refluxing mixture and the reflux was continued for 2 hours. The mixture was cooled slowly to room temperature. The mixture was extracted with ethyl acetate (2 x 100 mL) and the combined extracts were washed with water (2 x 150 mL). The organic layer was extracted with aqueous 10% NaOH solution (2 x 100 mL). The alkaline extract was acidified with cone. HC1 and extracted with EtOAc (2 x 100 mL). The combined organic layers were dried over MgSCL, filtered and the solvent was evaporated in vacuo to afford the title compound as a red solid and pure enough to be used as such (2400 mg, 60% yield). 1H NMR (300MHz, CHCL-d) 9.46 (bs, 1H), 7.16 (d, / = 8.4 Hz, 1H), 7.06 (d, / = 2.7 Hz, 1H), 6.97 (dd, / = 8.4 and 2.7 Hz, 1H ), 2.45 (s, 3H).
52%		Concentrated sulfuric acid (5 ml_, 94 mmol) was added to H2O (10 ml.) (causing an exotherm). While the diluted acid was still hot, <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (826 mg, 6.25 mmol) was added giving a clear solution. This was cooled to 15 0C (during which time a precipitate occurred) and 8 g of ice was added. As soon as the temperature was below 5 0C, a solution of sodium nitrite (522 mg, 7.57 mmol) in H2O (5 ml.) was added from a syringe (with the needle extended below the surface of the liquid) keeping the internal temperature below 5 0C. The solution went clear after 5 min of stirring and then cold H2O (5 ml_), urea (59 mg, 0.97 mmol) and ice (5 g) were added sequentially. In a separate flask H2O (5 ml.) was added to sodium sulfate (4.75 g, 33.4 mmol) under an atmosphere of argon. Concentrated sulfuric acid (10 mL) was cautiously added and the reaction heated to reflux. The diazonium species was added to the refluxing mixture in portions and the heating continued for 2 h (NOTE: Blast shield used during heating). The mixture was cooled to rt and extracted with Et2O (2 x). The combined organics were washed with H2O and 10% Na2CO3 solution before being extracted with 10% NaOH solution. The NaOH solution was acidified with concentrated HCI and then extracted with Et2O (2 x). The combined organics from this second extraction were dried (Na2SO4) and concentrated by rotary evaporation to give a light brown solid which was purified via flash column chromatography (silica, DCM to 0.5%NH3/9.5%MeOH/90%DCM) to give 5- hydroxy-2-methylbenzonitrile (D90, 476 mg, 52%) as an orange solid.LCMS: [M-H]" 132

With sulfuric acid; water; sodium sulfate; sodium nitrite; at 5℃;Reflux;

Add a solution of sodium nitrile (2.1 g, 31 mmol) in water (15 mL) drop wise at 5 C to a stirred solution of [50670-64-9]5-amino-2-methylbenzonitrile (4.0 g, 31 mmol) in 33% sulfuric acid (45 mL) and keep the temperature below 5 C. In a separate flask, add concentrated sulfuric acid (30 mL) cautiously to a stirred solution of sodium sulfate (21.7 g, 153 mmol) in water (15 mL) and heat the mixture to reflux. Add the prepared diazonium solution to the re fluxing mixture in portions and continue refluxing for 2 hours. Cool the mixture slowly to room temperature and stir overnight. Extract the mixture with ethyl acetate (2 x 100 mL) and wash the combined organic extracts with water (2 x 150 mL) and 10% NaOH water solution (3 x 100 mL). Acidify the combined NaOH extracts with concentrated HC1 and then extract with ethyl acetate (2 x 200 mL). Dry the organic extracts over Na2S04 and concentrate under reduced pressure to give the title compound as a yellow solid (2.4 g, 60%): ES/MS (m/z) 134 (M+H), which is used directly without further purification.

References: [1]Patent: WO2015/94913,2015,A1 .Location in patent: Page/Page column 7; 8.
[2]Patent: WO2020/65,2020,A2 .Location in patent: Page/Page column 79-80.
[3]Patent: WO2009/37294,2009,A1 .Location in patent: Page/Page column 115-116.
[4]Journal of the Chemical Society,1949,p. 885,889.
[5]Patent: WO2012/37782,2012,A1 .Location in patent: Page/Page column 32.
[6]Patent: WO2015/89800,2015,A1 .Location in patent: Page/Page column 7-8.

7
[ 50670-64-9 ]
[ 156001-51-3 ]

Yield	Reaction Conditions	Operation in experiment
77%		Example 22 5-Bromo-2-methylbenzonitrile Water (13.5 mL), HBr (74%, 14.4 mL) and <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (2.0 g, 15.1 mmol) dissolved in water (24 mL) was added to a flask and heated to 50 C. for 20 min. Then the mixture was cooled to 0~5 C., and a solution of NaNO2 (1.2 g, 17.4 mmol) in water was added. The reaction mixture was stirred for 10 min at 0~5 C., then was warmed to 40 C. A solution of CuBr (6.5 g, 45.1 mmol) in water (36 mL) and HBr (7.2 mL) was added to the mixture, and refluxed for 2 h. The mixture was extracted with AcOEt, and the organic layer was washed by saturated NaHCO3 solution and brine, and dried over Na2SO4. The crude product was purified by flask chromatograph (PE:EA=50:1), obtaining 2.3 g of 5-bromo-2-methylbenzonitrile as a white solid (yield: 77%). 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.19 (d, J=8.0 Hz, 1H), 2.51 (s, 3H).
77%		Example 22 5-Bromo-2-methylbenzonitrile Water (13.5 mL), HBr (74%, 14.4 mL) and <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (2.0 g, 15.1 mmol) dissolved in water (24 mL) was added to a flask and heated to 50 C. for 20 min. Then the mixture was cooled to 0~5 C., and a solution of NaNO2 (1.2 g, 17.4 mmol) in water was added. The reaction mixture was stirred for 10 min at 0~5 C., then was warmed to 40 C. A solution of CuBr (6.5 g, 45.1 mmol) in water (36 mL) and HBr (7.2 mL) was added to the mixture, and refluxed for 2 h. The mixture was extracted with AcOEt, and the organic layer was washed by saturated NaHCO3 solution and brine, and dried over Na2SO4. The crude product was purified by flask chomatograph (PE:EA=50:1), obtaining 2.3 g of 5-bromo-2-methylbenzonitrile as a white solid (yield: 77%). 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.19 (d, J=8.0 Hz, 1H), 2.51 (s, 3H).
77%		Example 25 5-Bromo-2-methylbenzonitrile Keep the solution of <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (2.0 g, 15.1 mmol) dissolved in water (24 mL) and HBr (74%, 14.4 mL) stirring for 20 min, then the mixture was cooled to 0~5 C., and the solution of NaNO2 (1.2 g, 17.4 mmol) in water (13.5 mL) was added. The reaction mixture was stirred for 10 min at 0~5 C., then was warmed to 40 C. A solution of CuBr (6.5 g, 45.1 mmol) in water (36 mL) and HBr (7.2 mL) was added to the mixture, and it was stirred for 2 h. The mixture was extracted with AcOEt, and the organic layer was washed with saturated NaHCO3 solution, brine, and dried over Na2SO4. The crude product was purified by flask chromatograph (PE:EA=50:1), obtaining 2.3 g of 5-bromo-2-methylbenzonitrile as a white solid (Yield: 77%). 1H NMR (400 MHz, CDCl3): delta 7.72 (s, 1H), 7.59 (d, J=8.0 Hz, 1H), 7.19 (d, J=8.0 Hz, 1H), 2.51 (s, 3H).

77%	With sulfuric acid; hydrogen bromide; copper(I) bromide; sodium nitrite; In water; acetic acid; at 16 - 40℃; for 0.75h;	Step 3: 5-Bromo-2-methylbenzonitrile: Conc. sulfuric acid (60 mL) is added to sodium nitrite (5.75 g, 83.4 mmol). The temperature rises to 70C and solution is effected. After cooling to 20-40C, the above solution is added dropwise to a mechanically stirred solution of 5-amino- 2-methylbenzonitrile (10.0 g, 75.8 mmol) in acetic acid (150 mL). The temperature is maintained at 20-40C throughout the addition. The reaction mixture is cooled to 16-20C and a solution of cuprous bromide (24 g, 167 mmol) in conc. hydrobromic acid (150 mL) is added keeping the temperature between 16-20C. After 45 min, the reaction mixture is poured onto ice (500 g) and the solids are collected by filtration then dissolved in dichloromethane (600 mL), washed with brine, dried, filtered and concentrated to give 5-bromo-2-methylbenzonitrile (see also, Dressler, J. et al. EP 0 594 019) (11.5 g, 77%) as a brown solid. ¹H NMR (CDC13, 8 ppm) : 7.72 (lH, s), 7.60 (1H, dd), 7.20 (1H, dd), 2.50 (3H, s).
77%		Example 22 5-Bromo-2-methylbenzonitrileWater (13.5 mL), HBr (74%, 14.4 mL) and <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (2.0 g, 15.1 mmol) dissolved in water (24 mL) was added to a flask and heated to 50 C for for 20 min. Then the mixture was cooled to 0-5 0C, and a solution OfNaNO2 (1.2 g, 17.4 mmol) in water was added. The reaction mixture was stirred for 10 min at 0-5 C, then was warmed to 40 C. A solution of CuBr (6.5 g, 45.1 mmol) in water (36 mL) and HBr (7.2 mL) was added to the mixture, and refluxed for 2 h. The mixture was extracted with AcOEt, and the organic layer was washed by saturated NaHCtheta3 solution and brine, and dried over Na2SOphi The crude product was purified by flask chomatograph (PE:EA=50: 1), obtaining 2.3 g of 5-bromo-2-methylbenzonitrile as a white solid (yield: 77%). 1H NMR (400 MHz, CDCl3) delta 7.72 (s, 1 H), 7.59 (d, J=8.0 Hz, 1 H), 7.19 (d, J=8.0 Hz, 1 H), 2.51 (s, 3 H).

References: [1]Patent: US2009/203657,2009,A1 .Location in patent: Page/Page column 48.
[2]Patent: US2009/203677,2009,A1 .Location in patent: Page/Page column 51.
[3]Patent: US2009/197871,2009,A1 .Location in patent: Page/Page column 50-51.
[4]Patent: WO2005/97750,2005,A1 .Location in patent: Page/Page column 69.
[5]Patent: WO2009/100169,2009,A1 .Location in patent: Page/Page column 127.
[6]Organic Letters,2003,vol. 5,p. 1131 - 1134.
[7]Journal of Materials Chemistry,2011,vol. 21,p. 9523 - 9531.
[8]Justus Liebigs Annalen der Chemie,1941,vol. 546,p. 277,291.

8
[ 50670-64-9 ]
[ 108-24-7 ]
3-cyano-4-methylacetanilide [ No CAS ]

References: [1]Chemical Communications,2020,vol. 56,p. 4348 - 4351.
[2]Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan,1955,vol. 75,p. 615.
Chem.Abstr.,1956,p. 3317.

9
[ 50670-64-9 ]
[ 99-61-6 ]
2-methyl-5-(3-nitro-benzylidenamino)-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

10
[ 50670-64-9 ]
[ 555-16-8 ]
2-methyl-5-(4-nitro-benzylidenamino)-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

11
[ 50670-64-9 ]
[ 100-52-7 ]
5-benzylidenamino-2-methyl-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

12
[ 50670-64-9 ]
[ 100-44-7 ]
5-benzylamino-2-methyl-benzonitrile [ No CAS ]

References: [1]Patent: DE918146,1952, .

13
[ 50670-64-9 ]
[ 98-88-4 ]
N-(3-cyano-4-methylphenyl)benzamide [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1350,1356.

14
[ 50670-64-9 ]
[ 121-33-5 ]
2-methyl-5-vanillylidenamino-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

15
[ 50670-64-9 ]
[ 100-35-6 ]
5-(2-diethylamino-ethylamino)-2-methyl-benzonitrile [ No CAS ]

References: [1]Patent: DE918146,1952, .

16
[ 50670-64-9 ]
[ 552-89-6 ]
2-methyl-5-(2-nitro-benzylidenamino)-benzonitrile [ No CAS ]

References: [1]Bulletin de la Societe Chimique de France,1938,vol. <5> 5,p. 1487,1488.

17
[ 50670-64-9 ]
[ 52107-68-3 ]

Yield	Reaction Conditions	Operation in experiment
70%		Water (30 mL) and concentrated hydrogen chloride solution (37% w/v, 9 mL) were cooled to 0C in an ice bath. <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (22, 3.00 g, 22.7 mmol) was added, followed by a solution of sodium nitrite (1.72 g, 25.0 mmol) in water (7.5 mL).The solution was allowed to stir at 0C until all of the starting material dissolved (30 minutes). A solution of potassium iodide (5.65 g, 34.0 mmol) in water (7.5 mL) was added and allowed to stir for an additional 30 minutes at 0C. Diethyl ether (20 mL) was added before stirring an additional 30 min.The reaction mixture was loaded into a separatory funnel, and the organic layer was isolated. The aqueous layer was extracted with additional diethyl ether, then the pooled organic extracts were washed with saturated aqueous sodium thiosulfate solution, saturated NaHCO3, water, and brine. The organic layer was dried over MgSO4, filtered, and concentrated, leaving an orange crystalline residue. Flash purification via 3-5% EtOAc:hex delivered 5-2odo-2-methylbenzonitrile as a white solid (3.86 g, 70% yield). A portion of this intermediate (3.5 g, 14.4 mmol) was cyclized to 23 using conditions similar to those used to prepare 16. Recovered the desired product after flash chromatography (0-15% EtOAc:hex) as light yellow crystals (1.23 g, 16% yield over 2 steps).

References: [1]Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,p. 1538 - 1544.
[2]Journal of the Chemical Society. Perkin transactions I,1973,p. 2940 - 2948.

18
[ 50670-64-9 ]
[ 100-39-0 ]
5-Dibenzylamino-2-methyl-benzonitrile [ No CAS ]

References: [1]Journal of medicinal chemistry,1998,vol. 41,p. 1050 - 1059.

19
[ 7745-91-7 ]
K₄[Fe(CN)6] [ No CAS ]
[ 50670-64-9 ]

References: [1]Tetrahedron Letters,2005,vol. 46,p. 2585 - 2588.

20
[ 50670-64-9 ]
[ 105942-08-3 ]
[ 1016641-71-6 ]

Yield	Reaction Conditions	Operation in experiment
64%	With potassium tert-butylate; In dimethyl sulfoxide; at 20℃; for 0.5h;	Example 21 : Scheme G4; Potassium tert-butoxide (2.1 equiv., 104 mmol, 12.0 g) was added to a stirred solution of 4-bromo-2-fluorobenzonitrile (G4.1) (1 equiv., 49 mmol, 10.0 g) and 5-amino-2- methylbenzonitrile (1 equiv., 49 mmol, 6.7 g) in DMSO (60 ml). The reaction mixture was stirred at room temperature for 0.5 h. Water was added, the resulting precipitate was filtered off, washed successively with water, isopropanol and isopropyl ether to give G4.2 (9.9 g, yield = 64%).

References: [1]Patent: WO2008/37784,2008,A1 .Location in patent: Page/Page column 54.

21
[ 50670-64-9 ]
[ 372-09-8 ]
[ 1016641-78-3 ]

Yield	Reaction Conditions	Operation in experiment
88%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; at 20℃; for 4h;	Example 26: Scheme J; A mixture of <strong>[50670-64-9]5-amino-2-methylbenzonitrile</strong> (1 equiv., 113 mmol, 15.0 g), cyanoacetic acid (1.3 equiv., 148 mmol, 13.0 g), 1-hydroxybenzotriazole (0.1 equiv., 11 mmol, 1.5 g) and N-(3-(dimethylamino)propyl)-N'-ethylcarbodiimide (1.5 equiv., 170 mmol, 33.0 g) in THF (1,000 ml) was stirred at room temperature for 4 h. The reaction mixture was evaporated to dryness, water was added and the precipitate was filtered <n="61"/>off. The precipitate was washed successively with water, isopropanol and isopropyl ether to give J.I (19.80 g, yield = 88%).

References: [1]Patent: WO2008/37784,2008,A1 .Location in patent: Page/Page column 59-60.

22
[ 50670-64-9 ]
[ 523977-64-2 ]

References: [1]Organic Letters,2003,vol. 5,p. 1131 - 1134.
[2]Journal of Materials Chemistry,2011,vol. 21,p. 9523 - 9531.

23
[ 50670-64-9 ]
[ 156001-53-5 ]

References: [1]Organic Letters,2003,vol. 5,p. 1131 - 1134.
[2]Journal of Materials Chemistry,2011,vol. 21,p. 9523 - 9531.

24
[ 50670-64-9 ]
[ 523977-67-5 ]