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18162-48-6872-50-4Methylene ChloridenaphthaleneTHFTitanium Dioxide
ChemicalBook CAS DataBase List 4-AMINO-3,5-DIMETHYL-BENZONITRILE
74896-24-5

4-AMINO-3,5-DIMETHYL-BENZONITRILE synthesis

5synthesis methods
24596-19-8 Synthesis
4-Bromo-2,6-dimethylaniline

24596-19-8
346 suppliers
$8.00/10g

Copper(I) Cyanide

544-92-3
264 suppliers
$9.00/1g

4-AMINO-3,5-DIMETHYL-BENZONITRILE

74896-24-5
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Yield: 86%

Reaction Conditions:

in 1-methyl-pyrrolidin-2-one at 160;

Steps:

AN.1
The mixture of 4-bromo-2,6-dimethylaniline (1.90 g, 9.50 mmol) and copper (I) cyanide (1.71 g, 19.1 mmol) in NMP (25 mL) was stirred at 160° C. overnight. The reaction mixture was cooled to room temperature. Water (10 mL) and ammonium hydroxide (10 mL) were added and the product was extracted with ethyl acetate (2×50 mL). The product was purified by flash chromatography (DCM) to give 1.19 g (86%, theoretical yield 1.39 g). LCMS (method B) RT 1.925 min., MH+ 147. 1H NMR (500 MHz, CDCl3) δ 7.22 (s, 2H), 2.18 (s, 6H).

References:

Gerritz, Samuel;Shi, Shuhao;Zhu, Shirong US2006/287287, 2006, A1 Location in patent:Page/Page column 34

Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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4-AMINO-3,5-DIMETHYL-BENZONITRILE

74896-24-5
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p-Toluidine

106-49-0
415 suppliers
$5.00/5 g

References
24596-19-8 Synthesis
4-Bromo-2,6-dimethylaniline

24596-19-8
346 suppliers
$8.00/10g

N,N'-Dimethyl-1,2-ethanediamine

110-70-3
363 suppliers
$6.00/5g

4-AMINO-3,5-DIMETHYL-BENZONITRILE

74896-24-5
94 suppliers
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References
2,6-Dimethylaniline

87-62-7
468 suppliers
$10.00/5 g

4-AMINO-3,5-DIMETHYL-BENZONITRILE

74896-24-5
94 suppliers
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References
Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
0 suppliers
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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4-AMINO-3,5-DIMETHYL-BENZONITRILE

74896-24-5
94 suppliers
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References