Morpholine → 4-[(2,6-Dichloro-3-nitrophenyl)sulfonyl]morpholine

HRID 2301525Notes

Reaction equation

[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12](Cl)(=[O:14])=[O:13].[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.C(N(CC)CC)C>>[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([Cl:11])[C:3]=1[S:12]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)(=[O:14])=[O:13]

Participants

Reactant 3

HCID 8083Morpholine

HCID 8471Triethylamine

HCID 234477722,6-Dichloro-3-nitrobenzene-1-sulfonyl chloride

Product 1

HCID 179278144-[(2,6-Dichloro-3-nitrophenyl)sulfonyl]morpholineYield 73.3%

Procedure

Following the general procedure for sulfonamide formation outlined in example 15, 2,6-dichloro-3-nitrobenzenesulfonyl chloride (500 mg, 1.72 mmol), morpholine (150 mg, 1.72 mmol) and triethylamine(479 μL, 3.44 mmol) were reacted to form the desired product (430 mg, 73%). LC-MS (m/z) 341.0 (M−).

Workup

customwere reacted

Sources & evidence

ORD record: ord-e50fa3166a7a440c9de1039f83250c9a
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500863B1

Reaction notes

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