Boron tribromide → 4-(1,1-Dimethylethyl)-2-dimethylaminomethyleneaminosulfonylphenol

HRID 543386Notes

Reaction equation

HRID 543386 reaction equation
[CH3:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([O:11]C)=[C:7]([S:13]([N:16]=[CH:17][N:18]([CH3:20])[CH3:19])(=[O:15])=[O:14])[CH:6]=1)([CH3:4])[CH3:3].B(Br)(Br)Br>C(Cl)Cl>[CH3:4][C:2]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([S:13]([N:16]=[CH:17][N:18]([CH3:20])[CH3:19])(=[O:14])=[O:15])[CH:6]=1)([CH3:1])[CH3:3]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 544983284-(1,1-Dimethylethyl)-2-dimethylaminomethyleneaminosulfonylanisole

Product 1

HCID 541555634-(1,1-Dimethylethyl)-2-dimethylaminomethyleneaminosulfonylphenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.98 g (0.01 mol) of 4-(1,1-dimethylethyl)-2-dimethylaminomethyleneaminosulfonylanisole are dissolved in 30 ml of methylene chloride, and 2.75 g (0.011 mol) of boron tribromide are added. The mixture is stirred at room temperature for 45 minutes and then excess boron tribromide is destroyed by cautiously adding methanol. The mixture of solvents is removed in vacuo and the residue is triturated with water. The product results in the form of pale yellowish crystals. Isopropanol is used for recrystallization.

Workup

  1. customexcess boron tribromide is destroyed by cautiously adding methanol
  2. additionThe mixture of solvents
  3. customis removed in vacuo
  4. customthe residue is triturated with water
  5. customThe product results in the form of pale yellowish crystals
  6. customIsopropanol is used for recrystallization

Sources & evidence

ORD record
ord-64a339e393fb45d2b12cd662e031210a
Source dataset
uspto-grants-1987_04
Patent number
US04661636

Reaction notes

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