Sodium Hydroxide → HCID 18365394, compound

HRID 380558Notes

Reaction equation

HRID 380558 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([NH:6][CH3:7])=[CH:4][CH:3]=1.[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17](Cl)(=[O:19])=[O:18].[OH-].[Na+]>>[Br:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17]([N:6]([CH3:7])[C:5]1[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=1)(=[O:19])=[O:18]

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 702724-Chloro-N-methylbenzenamineHCID 5204032-Bromobenzenesulfonyl chloride

Product 1

HCID 18365394HCID 18365394, compoundYield 69%

Procedure

To 2.51 g (˜0.017 mole) of freshly distilled 4-chloro-N-methylaniline (b.p. 102-103° C.) is added 4.26 g (˜0.017 mole) of 2-bromo-benzenesulfonyl chloride (98 w/w %). The mixture is stirred until hot. Ten percent sodium hydroxide is added dropwise with stirring until the solution is slightly alkaline. The 2-bromo-4′-chloro-N-methylbenzene-sulfonanilide is formed as viscous liquid. It is washed with water several times until the wash water is neutral. The compound is dried overnight at room temperature. The yield is 4.2 g (69% yield). 1H NMR (deuterioacetone): δ 6.8-7.9 (m, 8 ArH), 3.2 (s, 3H, N—CH3).

Workup

  1. stirringwith stirring until the solution

Sources & evidence

ORD record
ord-7e0bd1b576b74a4a90527671ad9e8e09
Source dataset
uspto-grants-2001_10
Patent number
US06303630B1

Reaction notes

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