ChemicalBook CAS DataBase List 2-Amino-5-chlorobenzaldehyde

2-Amino-5-chlorobenzaldehyde synthesis

5synthesis methods

Product Name:2-Amino-5-chlorobenzaldehyde
CAS Number:20028-53-9
Molecular formula:C7H6ClNO
Molecular Weight:155.58

6628-86-0

20028-53-9

Example 3 The preparation of N-(4-chloro-2-formylphenyl)trifluoromethanesulfonamide (Formula 24) was carried out according to the reaction scheme shown in Figure 1. The specific steps were as follows: 6. a) To an aqueous solution (500 mL) containing Na2S2O4 (technical grade, 85%, 29.72 g, 145.09 mmol) and Na2CO3 (12.98 g, 122.46 mmol) was added dropwise over a period of 25 min at 45 °C 5-chloro-2-nitrobenzaldehyde (technical grade, 80%, 5.31 g, 22.89 mmol) to a methanol solution (100 mL). Subsequently, the reaction mixture was heated to 65 °C. After completion of the reaction, it was cooled to room temperature and extracted three times with CH2Cl2. The organic phases were combined, washed with water, dried and the solvent was concentrated under reduced pressure. The residue was filtered through a pad of silica gel (eluent was CH2Cl2/petroleum ether, 4:1) and after concentration of the solvent under reduced pressure, 2-amino-5-chlorobenzaldehyde 23 (2.12 g, 60% yield) was obtained as a yellow oil.

37585-25-4
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20028-53-9
171 suppliers
$6.00/250mg

Yield:20028-53-9 99%

Reaction Conditions:

with manganese(IV) oxide in diethyl ether at 20;

Steps:

Oxidation of (2-amino-phenyl)-methanols (3) to 2-amino-benzaldehydes (4) -General procedure; [0082] (2-Amino-phenyl)-methanol (12 mmol) in dry diethyl ether (25 ml_) is added dropwise to a mixture of manganese dioxide (48 mmol) in dry diethyl ether (25 ml_) and the mixture is stirred at rt overnight. The solution is filtered through a celite and the solvent is removed at reduced pressure. The crude product is used in the next step without further purification.; 2-Amino-5-crtloro-benzaldehyde; Yield 99%; ¹H NMR (CDCI₃): 6.14 (br s, 2H); 6.61 (d, 9 Hz, 1 H); 7.25 (dd, 9 and 2 Hz, 1 H); 7.44 (d, 2 Hz, 1 H) and 9.80 (s, 1 H).

References:

MERZ PHARMA GMBH & CO KGAA;HENRICH, Markus;BAUER, Angela;NAGAL, Jens;SLADEK, Meik;PARSONS, Christopher, Graham, Raphael;DANYSZ, Wojciech;KRAUSS, Valerjans;ROZHKOVS, Jevgenijs;STARCHENKOVS, Igors;TRIFANOVA, Dina WO2010/37533, 2010, A1 Location in patent:Page/Page column 45

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6628-86-0 Synthesis

6628-86-0
223 suppliers
$6.00/1g

20028-53-9
171 suppliers
$6.00/250mg

References

635-21-2 Synthesis