| Identification | More | [Name]
2-Amino-5-chlorobenzaldehyde | [CAS]
20028-53-9 | [Synonyms]
2-AMINO-5-CHLOROBENZALDEHYDE
5-CHLOROANTHRANILALDEHYDE
6-Amino-3-chlorobenzaldehyde
5-Amino-2-chlorobenzaldehyde | [Molecular Formula]
C7H6ClNO | [MDL Number]
MFCD02093936 | [Molecular Weight]
155.58 | [MOL File]
20028-53-9.mol |
| Chemical Properties | Back Directory | [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) | [Appearance]
Light yellow to yellow Solid | [Water Solubility ]
Slightly soluble in water. | [Sensitive ]
Air Sensitive | [BRN ]
2716096 | [InChI]
1S/C7H6ClNO/c8-6-1-2-7(9)5(3-6)4-10/h1-4H,9H2 | [InChIKey]
KUIFMGITZFDQMP-UHFFFAOYSA-N | [SMILES]
Nc1ccc(Cl)cc1C=O | [CAS DataBase Reference]
20028-53-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
WGK 3 | [HS Code ]
2913000090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Chronic 2
Eye Irrit. 2
Skin Sens. 1 |
| Hazard Information | Back Directory | [Uses]
2-Amino-5-Chlorobenzaldehyde is used as a raw material in organic synthesis. It also serves as a pharmaceutical intermediate. | [Synthesis]
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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