Boron tribromide → HCID 86587457, compound

HRID 480931Notes

Reaction equation

HRID 480931 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[C:5]([O:20]C)[CH:4]=1)#[N:2].B(Br)(Br)Br>C(Cl)Cl>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)(=[O:12])=[O:11])=[C:5]([OH:20])[CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 86587458HCID 86587458, compound

Product 1

HCID 86587457HCID 86587457, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of N-(4-cyano-2-methoxyphenyl)amino sulfonyl aniline (1 mmol) in methylene chloride (1 mL) at −78° C. is added boron tribromide (3 mmol) and the reaction is warmed to rt. Upon completion of the reaction, the reaction is quenched with water (1 mL) and concentrated. The crude material is purified by either recrystalization or chromatography to give N-(4-cyano-2-hydroxyphenyl)amino sulfonyl aniline.

Workup

  1. customUpon completion of the reaction
  2. customthe reaction is quenched with water (1 mL)
  3. concentrationconcentrated
  4. customThe crude material is purified by either recrystalization or chromatography

Sources & evidence

ORD record
ord-758b6ea796b3471e8b95ab9d7a99c7f3
Source dataset
uspto-grants-2003_11
Patent number
US06653347B2

Reaction notes

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