4-Nitrobenzenesulfonyl chloride → HCID 5098946, compound

HRID 1946671Notes

Reaction equation

HRID 1946671 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH3:14][O:15][CH2:16][CH2:17][NH2:18]>C(Cl)Cl>[CH3:14][O:15][CH2:16][CH2:17][NH:18][S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 80182-Methoxyethylamine

Product 1

HCID 5098946HCID 5098946, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 4-nitrobenzenesulfonyl chloride (Fluka, 1.00 g; 4.51 mmol) in DCM (30 mL) was treated with 2-methoxyethylamine (Fluka, 1.9 ml; 22.6 mmol). After 2 hours, the organic solvents were evaporated in vacuo, the residue was taken up in EtOAc and extracted with a saturated NH4Cl solution. The combined organic layers were dried over MgSO4 and evaporated to dryness to give the title compound as a pale yellow solid (1.077 g, 92%).

Workup

  1. customthe organic solvents were evaporated in vacuo
  2. extractionextracted with a saturated NH4Cl solution
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-84a4d5af12464343be03f95ee67fb68a
Source dataset
uspto-grants-2013_03
Patent number
US08399448B2

Reaction notes

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