ChemicalBook CAS DataBase List N1-(4-Chlorophenyl)benzene-1,2-diamine

N1-(4-Chlorophenyl)benzene-1,2-diamine synthesis

8synthesis methods

Product Name:N1-(4-Chlorophenyl)benzene-1,2-diamine
CAS Number:68817-71-0
Molecular formula:C12H11ClN2
Molecular Weight:218.68

To a mixture of EtOH (100 ml) and NH4C1 saturated solution (15 ml), N-(4-chlorophenyl)-2-nitrobenzenamine (5.0 g, 20.1 mmol) was added, followed by iron powder (4.0 g). The reaction mixture was heated at 70 °C for 2h. The solid was filtered, and the filtrate was extracted by EA (100 mL x 3) and dried over Na2S04. After the solvent was removed, the mixture was purified by Combi-flash (PE: EA = 5 : 1) to give N1-(4-Chlorophenyl)benzene-1,2-diamine (4.1 g, 93.2 percent) as a light yellow solid.

23008-56-2 Synthesis

23008-56-2
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$10.00/250mg

68817-71-0
114 suppliers
$45.00/1g

Yield:68817-71-0 94%

Reaction Conditions:

with Aminoiminomethanesulfinic acid;sodium hydroxide in ethanol;lithium hydroxide monohydrate at 50; for 1.5 h;Reagent/catalyst;Solvent;Temperature;

Steps:

General procedure for the synthesis of 4 in Table 3

General procedure: A mixture of 3 (10 mmol) and NaOH (4.0 g, 100 mmol) was prepared in EtOH (5 mL) and H₂O (15 mL). TDO (5.4 g, 50 mmol) was added in batches within 15 minutes to the mixture followed by stirring at 50 °C. After completion of the reaction as indicated by TLC, cooled to room temperature, the precipitated solid was filtered out and washed with water to obtain compound 4.

References:

Cui, Jian-Lan;Wang, Ning;Wang, Xiao;Yu, Si-Yuan;Zhong, Cong-Shan [Tetrahedron Letters,2020,vol. 61,# 11] Location in patent:supporting information