| Identification | Back Directory | [Name]
4-(Bromomethyl)pyridine hydrobromide | [CAS]
73870-24-3 | [Synonyms]
Fs000895
4-(BROMOMETHYL)PYRIDINE HBR
4-(BROMOMETHYL)PYRIDINE, HYDROBROMIDE
4-(BROMOMETHYL)PYRIDINE HYDROBROMIDE, 97
4-(BroMoMethyl)pyridine hydrobroMide 97% | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C6H7Br2N | [MDL Number]
MFCD01863545 | [MOL File]
73870-24-3.mol | [Molecular Weight]
252.93 |
| Chemical Properties | Back Directory | [Melting point ]
189-192 °C(lit.)
| [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [Water Solubility ]
Soluble in water | [form ]
powder to crystal | [color ]
White powder | [InChI]
InChI=1S/C6H6BrN.BrH/c7-5-6-1-3-8-4-2-6;/h1-4H,5H2;1H | [InChIKey]
VAJUUDUWDNCECT-UHFFFAOYSA-N | [SMILES]
C1(CBr)C=CN=CC=1.Br | [CAS DataBase Reference]
73870-24-3 |
| Hazard Information | Back Directory | [Uses]
4-(Bromomethyl)pyridine hydrobromide may be used in the preparation of:
- 3-(4-pyridylmethyl)-2′,3′-di-O-oleyl-5′-O-(4,4′-dimethoxytriphenylmethyl)uridine
- 3-(4-pyridylmethyl)-3′-O-oleyl-5′-O-(4,4-dimethoxytriphenylmethyl)-thymidine
- 1,4-bis(N-hexyl-4-pyridinium)butadiene diperchlorate
It may also be used in the preparation of the following benzoxazine derivatives:
- 2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
- 8-methyl-2-morpholin-4-yl-7-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
- 2-morpholin-4-yl-8-(pyridin-4-ylmethoxy)-4H-1,3-benzoxazin-4-one
| [General Description]
4-(Bromomethyl)pyridine hydrobromide is a substituted pyridine. It reacts with 1,2-ethanediamine and 1,3-propanediamine to form the corresponding diamines. | [Synthesis]
General procedure for the synthesis of 4-(bromomethyl)pyridine hydrochloride from 4-pyridinemethanol: To a 30 mL chloroform solution of 4-pyridinemethanol (3 g, 27.5 mmol) was added phosphorus pentabromide (5.93 g, 13.7 mmol). The reaction mixture was refluxed for 1 hour. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the resulting crude product was recrystallized in ethanol to afford 4-(bromomethyl)pyridine hydrochloride as a white solid (4.05 g, 58.1% yield). Electrospray mass spectrometry (positive ion mode) showed m/e = 173 ([M + H]+). | [References]
[1] Patent: US6403792, 2002, B1
[2] Angewandte Chemie - International Edition, 2017, vol. 56, # 38, p. 11640 - 11644
[3] Angew. Chem., 2017, vol. 129, # 38, p. 11799 - 11803,5
[4] Patent: US2010/152160, 2010, A1. Location in patent: Page/Page column 81
[5] Chemical Communications, 2011, vol. 47, # 5, p. 1482 - 1484 |
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