Glycerol → HCID 68183108, compound

HRID 513390Notes

Reaction equation

HRID 513390 reaction equation
[F:1][C:2]1[C:8]([F:9])=[CH:7][C:5]([NH2:6])=[C:4]([N+:10]([O-:12])=[O:11])[CH:3]=1.O[CH2:14][CH:15]([CH2:17]O)O.[Na+].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O.OS(O)(=O)=O.O>>[F:9][C:8]1[C:2]([F:1])=[CH:3][C:4]([N+:10]([O-:12])=[O:11])=[C:5]2[C:7]=1[CH:14]=[CH:15][CH:17]=[N:6]2

Participants

5

Reactant 4

HCID 753GlycerolHCID 31389Sodium 3-nitrobenzenesulfonateHCID 1571514,5-Difluoro-2-nitroanilineHCID 21910475Sulfuric acid hydrate (1:1)

Product 1

HCID 68183108HCID 68183108, compoundYield 83%

Procedure

In a similar fashion using route 10 general procedure 20, 4,5-difluoro-2-nitroaniline (200 mg, 1.15 mmol), glycerol (330 mg, 3.56 mmol), 3-nitrobenzenesulfonic acid sodium salt (336 mg, 1.49 mmol) and H2SO4/H2O (1.2 ml, 7:5) gave the title compound (200 mg, 83%) after purification by column chromatography with DCM as the eluent.

Sources & evidence

ORD record
ord-607e15c5ea964d709187301cdea0f326
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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