4-Methoxybenzenesulfonyl chloride → HCID 19865490, compound

HRID 1199689Notes

Reaction equation

HRID 1199689 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9](Cl)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[NH2:13][C:14]1[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[N:18][CH:19]=1>N1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][CH2:22][C:23]([OH:25])=[O:24])=[N:18][CH:19]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 74014-Methoxybenzenesulfonyl chlorideHCID 149896404-(5-Aminopyrid-2-yl)butanoic acid

Product 1

HCID 19865490HCID 19865490, compoundYield 56.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-methoxybenzenesulphonyl chloride (2.06 g) and 4-(5-aminopyrid-2-yl)butanoic acid (1.8 g) in pyridine (15 ml) was allowed to stand at room temperature for 18 hours. The solvent was removed and the residue was dissolved in water and treated with dilute hydrochloric acid to give a solution at pH 4.5. The resulting precipitate was collected and recrystallised from ethanol to give the title compound (1.96 g) as prisms. m.p. 129°-130° C.

Workup

  1. customThe solvent was removed
  2. dissolutionthe residue was dissolved in water
  3. additiontreated with dilute hydrochloric acid
  4. customto give a solution at pH 4.5
  5. customThe resulting precipitate was collected
  6. customrecrystallised from ethanol

Sources & evidence

ORD record
ord-43ede2b385c0417382a9a02ae0113f4e
Source dataset
uspto-grants-1990_02
Patent number
US04902698

Reaction notes

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