4-Chlorobenzenesulfonyl chloride → HCID 14986640, compound

HRID 1494076Notes

Reaction equation

HRID 1494076 reaction equation
[NH2:1][CH2:2][CH2:3][CH:4]([CH2:13][C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10].C(N(CC)CC)C.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([S:34](Cl)(=[O:36])=[O:35])=[CH:30][CH:29]=1>C(Cl)Cl>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([S:34]([NH:1][CH2:2][CH2:3][CH:4]([CH2:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([O:11][CH3:12])=[O:10])(=[O:36])=[O:35])=[CH:30][CH:29]=1

Participants

5

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 10378148HCID 10378148, compound

Product 1

HCID 14986640HCID 14986640, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Methyl 8-amino-6-(3-pyridylmethyl)-octanoate (0.5 g) is dissolved in 50 mL of methylene chloride and 3 mL of triethylamine is added. To this solution is added dropwise a solution of 0.5g of p-chlorobenzenesulfonyl chloride in 10 mL of methylene chloride. The reaction is stirred at room temperature for 1 hour, the solvent is evaporated and the residue thus obtained purified by chromatography over silica gel, using methylene chloride as eluent to obtain methyl 8-(p-chlorophenylsulfonamido)-6-(3-pyridylmethyl)-octanoate as an oil.

Workup

  1. customthe solvent is evaporated
  2. customthe residue thus obtained
  3. custompurified by chromatography over silica gel

Sources & evidence

ORD record
ord-b629c802488e4a7c92f696028acae4a0
Source dataset
uspto-grants-1991_06
Patent number
US05025025

Reaction notes

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