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2-Amino-5-chlorobenzaldehyde

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CAS:20028-53-9
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CAS:20028-53-9
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2-Amino-5-chlorobenzaldehyde manufacturers

2-Amino-5-chlorobenzaldehyde Basic information
Product Name:2-Amino-5-chlorobenzaldehyde
Synonyms:2-AMINO-5-CHLOROBENZALDEHYDE;5-CHLOROANTHRANILALDEHYDE;6-Amino-3-chlorobenzaldehyde;5-Amino-2-chlorobenzaldehyde;Benzaldehyde,2-aMino-5-chloro-;4-Chloro-2-formylaniline;SKL306
CAS:20028-53-9
MF:C7H6ClNO
MW:155.58
EINECS:
Product Categories:Aromatic Aldehydes & Derivatives (substituted);Benzaldehyde
Mol File:20028-53-9.mol
2-Amino-5-chlorobenzaldehyde Structure
2-Amino-5-chlorobenzaldehyde Chemical Properties
Melting point 71-73°C
Boiling point 288.1±25.0 °C(Predicted)
density 1.348±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form solid
pka-0.28±0.10(Predicted)
AppearanceLight yellow to yellow Solid
Water Solubility Slightly soluble in water.
Sensitive Air Sensitive
BRN 2716096
InChI1S/C7H6ClNO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H,9H2
InChIKeyKUIFMGITZFDQMP-UHFFFAOYSA-N
SMILESNc1ccc(Cl)cc1C=O
CAS DataBase Reference20028-53-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-43-36-22
Safety Statements 26-36-36/37
WGK Germany WGK 3
HS Code 2913000090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Aquatic Chronic 2
Eye Irrit. 2
Skin Sens. 1
MSDS Information
ProviderLanguage
ALFA English
2-Amino-5-chlorobenzaldehyde Usage And Synthesis
Uses2-Amino-5-Chlorobenzaldehyde is used as a raw material in organic synthesis. It also serves as a pharmaceutical intermediate.
Synthesis
5-Chloro-2-nitrobenzaldehyde

6628-86-0

2-Amino-5-chlorobenzaldehyde

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.

References[1] Organic Letters, 2010, vol. 12, # 23, p. 5502 - 5505
[2] Patent: US2006/63841, 2006, A1. Location in patent: Page/Page column 30; 6/12
[3] Chemical Communications, 2011, vol. 47, # 36, p. 10133 - 10135
[4] Synthesis (Germany), 2016, vol. 48, # 22, p. 3985 - 3995
[5] Journal of medicinal chemistry, 1968, vol. 11, # 5, p. 946 - 949
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