Morpholine → 4-(3-Nitrophenylsulfonyl)morpholine

HRID 1391550Notes

Reaction equation

HRID 1391550 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[N+:7]([C:10]1[CH:11]=[C:12]([S:16](Cl)(=[O:18])=[O:17])[CH:13]=[CH:14][CH:15]=1)([O-:9])=[O:8]>C(Cl)Cl>[N+:7]([C:10]1[CH:11]=[C:12]([S:16]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)(=[O:18])=[O:17])[CH:13]=[CH:14][CH:15]=1)([O-:9])=[O:8]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 84763-Nitrobenzenesulfonyl chloride

Product 1

HCID 2374754-(3-Nitrophenylsulfonyl)morpholine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Morpholine (2.2 ml, 25 mmol) was slowly added to 3-Nitro-benzenesulfonyl chloride (5.5 g, 25 mmol) in CH2Cl2 at 0° C. The reaction was warmed up to rt in 0.5 h. After CH2Cl2 was removed in vacuo, saturated NaHCO3 solution was added and the solid was filtered and dried to give 4-(3-Nitro-benzenesulfonyl)-morpholine as an off white solid (5.9 g, 87%). MS (ESI) m/z=273 [M+H]+.

Workup

  1. customAfter CH2Cl2 was removed in vacuo, saturated NaHCO3 solution
  2. additionwas added
  3. filtrationthe solid was filtered
  4. customdried

Sources & evidence

ORD record
ord-12893b770c3a4e72a622e2182340fa98
Source dataset
uspto-grants-2008_03
Patent number
US07338959B2

Reaction notes

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