Alternatived Products of [ 42365-42-4 ]
Product Details of [ 42365-42-4 ]
CAS No. : | 42365-42-4 |
MDL No. : | MFCD07780684 |
Formula : |
C7H9Cl2N
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
178.06
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 42365-42-4 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 42365-42-4 ]
* 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.
- Upstream synthesis route of [ 42365-42-4 ]
- Downstream synthetic route of [ 42365-42-4 ]
- 1
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[ 766-84-7 ]
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[ 42365-42-4 ]
Yield | Reaction Conditions | Operation in experiment |
99% |
|
General procedure: In a glove box, a flame-dried GLC vial equipped with a magnetic stir bar is charged with[3a]+[BArF4]- (1.0 mol%) and Me2PhSiH (2a) (2.1 or 5.0 equiv). The indicated nitrile is added eitherin the glove box (for solid starting materials) or by micro syringe outside the glove box, and theresulting reaction mixture is maintained at room temperature for the indicated time. The reaction isquenched by the addition of a mixture of cyclohexane and tert-butyl methyl ether (90:10) containing4% Et3N (0.5 mL), and the resulting solution is filtered through a pad of Celite coated by a smalllayer of silica gel with a solution of cyclohexane and tert-butyl methyl ether (90:10) containing 4%Et3N (3-4 mL) as eluent. Solvents are removed under reduced pressure, and the residue isdissolved in Et2O (1 mL) followed by addition of HCl (2M in Et2O, 1.0 mL, 2.0 mmol, 10 equiv). Theresulting suspension is stirred for 1 h and filtered, affording the amines as hydrochloride salts aswhite to yellow solids. |
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General procedure: A solution (50 mL) containing the nitrile (5 mmol), and dichloro(p-cymene)ruthenium(II) dimer (0.05mmol) in 2-propanol (solution was sonicated until the catalyst was solubilized 10-50 min) was pumpedat 4 mL/min through the reactor coil heated at 200 C. The Phoenix backpressure regulator was set tomanual at 30%, which correlated to approximately 100 bar. A 10 mL fraction of the solution obtainedfrom the system in steady state was used to prepare the hydrochloric salt by method A or B dependingon substrate. Yields are reported as isolated hydrochloride salts, unless otherwise stated. |
Reference:
[1]Synlett,2017,vol. 28,p. 2411 - 2414
[2]Journal of the American Chemical Society,2016,vol. 138,p. 8809 - 8814
[3]Organic Letters,2019,vol. 21,p. 287 - 291
[4]Journal of the American Chemical Society,2016,vol. 138,p. 8781 - 8788
[5]Journal of Organic Chemistry,2019,vol. 84,p. 11604 - 11611
[6]Inorganic Chemistry,2019,vol. 58,p. 11274 - 11278
[7]Recueil des Travaux Chimiques des Pays-Bas,1992,vol. 111,p. 22 - 28
[8]Journal of Organic Chemistry,2015,vol. 80,p. 7281 - 7287
[9]Synlett,2017,vol. 28,p. 2855 - 2858
- 2
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[ 590-28-3 ]
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[ 42365-42-4 ]
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[ 76502-61-9 ]
Yield | Reaction Conditions | Operation in experiment |
|
In water 1.) 50-60 deg C, 15 min; 2.) 1 h; |
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- 3
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[ 42365-42-4 ]
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[ 57-13-6 ]
-
[ 76502-61-9 ]
Yield | Reaction Conditions | Operation in experiment |
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With hydrogenchloride In water for 3h; Heating; |
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- 4
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[ 96-26-4 ]
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[ 42365-42-4 ]
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[ 38993-84-9 ]
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[ 226931-17-5 ]
Yield | Reaction Conditions | Operation in experiment |
60% |
|
44-1) 5-Hydroxymethyl-1-(3-chlorobenzyl)imidazole The title compound was obtained in a yield of 60percent according to the same procedure as Preparation 31-1) using dihydroxyacetone and 3-chlorobenzylamine hydrochloride as starting materials. 1H NMR(CDCl3+CD3OD) delta3.81(s, 3H), 4.47(s, 2H), 5.25(s, 2H), 6.99(s, 1H), 7.05(m, 1H), 7.14(s, 1H), 7.30(d, 2H), 7.61(s, 1H) |
- 5
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[ 618-48-4 ]
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[ 42365-42-4 ]
Yield | Reaction Conditions | Operation in experiment |
98% |
Stage #1: 3-chlorobenzamide With [(aNHC)KN(SiMe3)2]2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 40℃; for 12h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #2: With water; sodium hydroxide In diethyl ether; toluene at 40℃; for 1h; Inert atmosphere; Glovebox; Schlenk technique;
Stage #3: With hydrogenchloride In diethyl ether; water Inert atmosphere; Glovebox; Schlenk technique; |
|
80% |
Stage #1: 3-chlorobenzamide With phenylsilane; C28H18ClMnN2O2; potassium <i>tert</i>-butylate In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Glovebox;
Stage #2: With sodium hydroxide In tetrahydrofuran for 3h; Inert atmosphere; Glovebox;
Stage #3: With hydrogenchloride In methanol; diethyl ether Glovebox; Inert atmosphere; |
|
Reference:
[1]Bhunia, Mrinal; Sahoo, Sumeet Ranjan; Das, Arpan; Ahmed, Jasimuddin; Sreejyothi; Mandal, Swadhin K.
[Chemical Science, 2020, vol. 11, # 7, p. 1848 - 1854]
[2]Das, Hari S.; Das, Shyamal; Dey, Kartick; Singh, Bhagat; Haridasan, Rahul; Das, Arpan; Ahmed, Jasimuddin; Mandal, Swadhin K.
[Chemical Communications, 2019, vol. 55, # 79, p. 11868 - 11871]