Methanol → HCID 14404098, compound

HRID 465499Notes

Reaction equation

HRID 465499 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:11][N+:12]([O-:14])=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[CH:15](OC(=O)C)=[O:16].CO>CCOCC>[CH:15]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:11][N+:12]([O-:14])=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1)=[O:16]

Participants

5

Reactant 3

HCID 887MethanolHCID 75269Acetic-formic anhydrideHCID 10680224HCID 10680224, compound

Product 1

HCID 14404098HCID 14404098, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

(4-Aminophenylsulphonyl)nitromethane (0.96 g, 4.44 mmol) was suspended in ether (50 ml). Acetic formic anhydride (1.0 g, 11.36 mmol) was added dropwise and the reaction mixture was stirred for 16 hours. The white precipitate was collected by filtration and triturated with ether (50 ml). There was thus obtained (4-formamidophenylsulphonyl)nitromethane (0.98 g, 90% yield), m.p. 192°-193° C. (after recrystallisation from aqueous methanol); microanalysis, found: C, 39.3; H, 3.1; N, 11.4%; C8H8N2O5S requires: C, 39.3; H, 3.3; N, 11.5%.

Workup

  1. filtrationThe white precipitate was collected by filtration
  2. customtriturated with ether (50 ml)

Sources & evidence

ORD record
ord-06758bc26d2a4de1965f873872c801c7
Source dataset
uspto-grants-1992_10
Patent number
US05153227

Reaction notes

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