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142273-81-2

142273-81-2 Structure

142273-81-2 Structure
IdentificationBack Directory
[Name]

1,3-dibromo-2-(methoxymethoxy)benzene
[CAS]

142273-81-2
[Synonyms]

1,3-dibromo-2-(methoxymethoxy)benzene
1,3-dibromo-2-(methoxymethoxy)benzene(WX191333)
[Molecular Formula]

C8H8Br2O2
[MDL Number]

MFCD27998238
[MOL File]

142273-81-2.mol
[Molecular Weight]

295.96
Chemical PropertiesBack Directory
[storage temp. ]

Refrigerator
[solubility ]

Chloroform; Diethyl Ether; Dichloromethane; Ethyl Acetate
Questions And AnswerBack Directory
[Synthesis]

1,3-dibromo-2-(methoxymethoxy)benzene
To a solution of 2,6-dibromophenol (58.0 g, 230.2 mmol) in THF (300 mL) at 0 ?C was added NaH (13.8 g, 60% dispersion in mineral oil). After 5 min of stirring at 0 ?C, MOMCl (22.5 mL, 300 mmol) was added via a syringe. The reaction mixture was then allowed to slowly warm to 25 ?C, and following 2 h of additional stirring at that temperature the reaction mixture was poured into Et2O (300 mL) and washed extensively with 3 M NaOH (3 × 75 mL) to remove any residual phenol starting material. The organic layer was then dried (MgSO4) and concentrated to give MOM-protected 2,6-dibromophenol (66.2 g, 97%) as a yellow oil. Reference: Nicolaou, K. C.; Snyder, S. A.; Huang, X.; Simonsen, K. B.;  Koumbis, A. E.; Bigot, A. J. Am. Chem. Soc. 2004, 126, 10162?10173.
Hazard InformationBack Directory
[Uses]

1,3-Dibromo-2-(methoxymethoxy)benzene is an intermediate in the synthesis of 3-[4-(2-Pyridylsulfamoyl)phenyl] Sulfasalazine (P995810), an impurity of Sulfasalazine (S699084). Sulfasalazine is an anti-inflammatory agent (gastrointestinal). Sulfasalazine has been used in granulomatous colitis.
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