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2168-13-0

2168-13-0 Structure

2168-13-0 Structure
IdentificationBack Directory
[Name]

2-(Dimethylaminomethyl)-3-hydroxypyridine
[CAS]

2168-13-0
[Synonyms]

2-DIMETHYLAMINOMETHYL-3-PYRIDINOL
2(-DIMETHYLAMINOMETHYL)-3-PYRIDOL
2-(Dimethylaminomethyl)pyridine-3-ol
2-[(dimethylamino)methyl]pyridin-3-ol
3-Pyridinol, 2-[(dimethylamino)methyl]-
2-(DIMETHYLAMINOMETHYL)-3-HYDROXYPYRIDINE
3-Hydroxy-2-(dimethylaminomethyl)-pyridine
2-(DIMETHYLAMINOMETHYL)-3-HYDROXYPYRIDINE 97%
2-(Dimethylaminomethyl)-3-hydroxypyridine,97%
2-Dimethylaminomethyl-3-hydroxypyridine 97% min
2-(Dimethylaminomethyl)-3-hydroxypyridine≥ 95% (HPLC)
[EINECS(EC#)]

218-510-9
[Molecular Formula]

C8H12N2O
[MDL Number]

MFCD00006347
[MOL File]

2168-13-0.mol
[Molecular Weight]

152.19
Chemical PropertiesBack Directory
[Appearance]

white to beige crystalline powder
[Melting point ]

56-59 °C(lit.)
[Boiling point ]

98 °C4 mm Hg(lit.)
[density ]

1.0996 (rough estimate)
[refractive index ]

1.4940 (estimate)
[storage temp. ]

Storage temp. 2-8°C
[form ]

solid
[pka]

8.79±0.10(Predicted)
[CAS DataBase Reference]

2168-13-0
[NIST Chemistry Reference]

2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)
Hazard InformationBack Directory
[Chemical Properties]

white to beige crystalline powder
[Synthesis Reference(s)]

Journal of the American Chemical Society, 71, p. 2969, 1949 DOI: 10.1021/ja01177a007
[Synthesis]

3-Hydroxypyridine

109-00-2

Formaldehyde

50-00-0

Dimethylamine

124-40-3

2-(Dimethylaminomethyl)-3-hydroxypyridine

2168-13-0

To a solution of 3-hydroxypyridine (200 g, 2.10 mol) in water (500 mL) was sequentially added 50% aqueous dimethylamine (228 g) and 36% aqueous formaldehyde (210 g), and the reaction mixture was stirred at room temperature, then heated up to 50 °C and kept for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the precipitated crystals were collected by filtration to afford the target product 2-(dimethylaminomethyl)-3-hydroxypyridine (207 g, 65% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ 2.38 (6H, s), 3.86 (2H, s), 7.01-7.18 (2H, m), 8.00 (1H, t, J = 3.2 Hz), and a hidden proton signal.

[References]

[1] Journal of Medicinal Chemistry, 2018, vol. 61, # 16, p. 7034 - 7042
[2] Patent: EP2100895, 2009, A1. Location in patent: Page/Page column 74-75
[3] Journal of the American Chemical Society, 1949, vol. 71, p. 2968,2971
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-37/39
[WGK Germany ]

3
[HS Code ]

2933399990
Spectrum DetailBack Directory
[Spectrum Detail]

2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)MS
2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)1HNMR
2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)IR1
2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)IR2
2-(Dimethylaminomethyl)-3-hydroxypyridine(2168-13-0)Raman
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