4-Nitrobenzenesulfonyl chloride → Aziridine, 1-((4-nitrophenyl)sulfonyl)-

HRID 598862Notes

Reaction equation

HRID 598862 reaction equation
[NH:1]1[CH2:3][CH2:2]1.C(=O)(O)[O-].[Na+].[N+:9]([C:12]1[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1)([O-:11])=[O:10]>C(Cl)(Cl)Cl>[N+:9]([C:12]1[CH:13]=[CH:14][C:15]([S:18]([N:1]2[CH2:3][CH2:2]2)(=[O:20])=[O:19])=[CH:16][CH:17]=1)([O-:11])=[O:10]

Participants

5

Reactant 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 9033AziridineHCID 516892Sodium Bicarbonate

Product 1

HCID 148462Aziridine, 1-((4-nitrophenyl)sulfonyl)-

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a 25 mL round-bottom flask was added aziridine (10 mg, 234 μmol), sodium bicarbonate (20 mg, 234 μmol), 4-nitrobenzene-1-sulfonyl chloride (45 mg, 234 μmol) and 2 mL chloroform. After 10 minutes, LC-MS showed the desired product was formed. The reaction mixture was concentrated under reduced pressure to give the crude product of the title compound, that was used directly for the next step. MS m/z: 229 (M+1).

Sources & evidence

ORD record
ord-c91c4c20f35947b1b765f07b60d00a92
Source dataset
uspto-grants-2011_03
Patent number
US07897619B2

Reaction notes

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