ChemicalBook--->CAS DataBase List--->37660-64-3

37660-64-3

37660-64-3 Structure

37660-64-3 Structure
IdentificationBack Directory
[Name]

4,6-dichloro-3-nitropyridin-2-aMine
[CAS]

37660-64-3
[Synonyms]

4,6-dichloro-3-nitropyridin-2-aMine
4,6-Dichloro-3-nitro-2-pyridinamine
2-Pyridinamine, 4,6-dichloro-3-nitro-
2-AMino-4,6-dichloro-3-nitro-pyridine
[Molecular Formula]

C5H3Cl2N3O2
[MDL Number]

MFCD26383593
[MOL File]

37660-64-3.mol
[Molecular Weight]

208
Chemical PropertiesBack Directory
[Boiling point ]

366.1±37.0 °C(Predicted)
[density ]

1.723±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,2-8°C
[pka]

-2.71±0.50(Predicted)
[Appearance]

Light yellow to yellow Solid
[InChI]

InChI=1S/C5H3Cl2N3O2/c6-2-1-3(7)9-5(8)4(2)10(11)12/h1H,(H2,8,9)
[InChIKey]

JHRWWIQRZCVYJZ-UHFFFAOYSA-N
[SMILES]

C1(N)=NC(Cl)=CC(Cl)=C1[N+]([O-])=O
Questions And AnswerBack Directory
[Uses]

4,​6-​Dichloro-​3-​nitropyridin-​2-​amine is a reagent used in the preparation of mTOR inhibitors.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

4,6-dichloro-3-nitropyridin-2-aMine(37660-64-3)1HNMR
Hazard InformationBack Directory
[Synthesis]

2-Amino-4,6-dichloropyridine

116632-24-7

4,6-dichloro-3-nitropyridin-2-aMine

37660-64-3

General procedure for the synthesis of 4,6-dichloro-3-nitro-2-pyridinamine from 2-amino-4,6-dichloropyridine: 2-amino-4,6-dichloropyridine (4.48 g, 27.48 mmol) was added in batches to concentrated sulfuric acid (6 mL) and fuming nitric acid (1.2 mL) was added slowly and dropwise at 5 °C. The reaction mixture was stirred continuously for 10 h at 5 °C. After completion of the reaction, the reaction was quenched with ice water and the pH was adjusted to 7 to give 3.55 g of yellow solid 4,6-dichloro-3-nitro-2-pyridinamine washed with methanol (yield: 62.1%). Melting point: 208°C. 1H-NMR (300MHz, CDCl3), δ (ppm): 6.84 (s, 1H), 6.25 (br, 2H).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 15, p. 3395 - 3398
[2] Patent: WO2014/128465, 2014, A1. Location in patent: Page/Page column 102
[3] Patent: WO2018/75937, 2018, A1. Location in patent: Paragraph 00317; 00318; 00588
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