Boron tribromide → HCID 136333722, compound

HRID 1274580Notes

Reaction equation

HRID 1274580 reaction equation
[CH2:1]([O:3][C:4]1[N:9]([C:10]2[CH:11]=[CH:12][C:13]3[S:17][N:16]=[C:15]([C:18]4[CH:19]=[C:20]([CH3:26])[C:21]([O:24]C)=[CH:22][CH:23]=4)[C:14]=3[CH:27]=2)[C:8](=[O:28])[CH:7]=[C:6]([C:29]([F:32])([F:31])[F:30])[N:5]=1)[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([O:3][C:4]1[N:9]([C:10]2[CH:11]=[CH:12][C:13]3[S:17][N:16]=[C:15]([C:18]4[CH:19]=[C:20]([CH3:26])[C:21]([OH:24])=[CH:22][CH:23]=4)[C:14]=3[CH:27]=2)[C:8](=[O:28])[CH:7]=[C:6]([C:29]([F:32])([F:30])[F:31])[N:5]=1)[CH3:2]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 70099227HCID 70099227, compound

Product 1

HCID 136333722HCID 136333722, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of 2-ethoxy-[3-(6-methoxy-m-tolyl)-1,2-benzisothiazol-5-yl]-6-(trifluoromethyl)-4(3H)-pyrimidinone (0.490 g, 1.06 mmol) in methylene chloride is cooled to -5° C., treated with a 1 M solution of boron tribromide in methylene chloride (1.38 mL, 1.38 mmol), stirred for six hours, washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and concentrated in vacuo to give the title product as an off-white solid which is identified by NMR spectral analysis.

Workup

  1. washwashed sequentially with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-1a15959f9c4343eca7c378653c5d4353
Source dataset
uspto-grants-2000_12
Patent number
US06156700

Reaction notes

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