Chlorambucil → HCID 178426856, compound

HRID 604405

Reaction equation

[CH:1]1[C:6]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:5][CH:4]=[C:3]([N:13]([CH2:17][CH2:18][Cl:19])[CH2:14][CH2:15][Cl:16])[CH:2]=1.[CH3:20][C:21]1([CH3:31])[N:26]([O:27])[C:25]([CH3:29])([CH3:28])[CH2:24][CH:23]([OH:30])[CH2:22]1>>[CH:5]1[C:6]([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:1][CH:2]=[C:3]([N:13]([CH2:14][CH2:15][Cl:16])[CH2:17][CH2:18][Cl:19])[CH:4]=1.[CH3:20][C:21]1([CH3:31])[N:26]([O:27])[C:25]([CH3:29])([CH3:28])[CH2:24][CH:23]([OH:30])[CH2:22]1

Participants

Reactant 2

HCID 2708Chlorambucil

HCID 137994Tempol

Product 1

HCID 178426856HCID 178426856, compound

Procedure

All the peaks for the product are visible with a slight trace of impurity; proton signal of the reduced nitroxyl radical appears as a broad hump between 8 to 10 ppm. The peaks belonging to the chlorambucil moiety of the adduct are well characterized with the para substituted aromatic protons appearing in the region between 6.5 to 7.03 ppm. The dimethyl groups of TEMPOL appear together as a singlet at 1.3 ppm and the methylene groups at 1.75 -2.07 ppm, the N, N-diethyl chloride peaks in the region between 3.5 and 3.7ppm and the peaks belonging to the butanoic acid chain in the region of 1.75-1.93 and 2.2 -2.5 ppm, as indicated in the following table.

Sources & evidence

ORD record: ord-a71ebc9877ef4061a22f971a6868a9c0
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07910607B2

Linked notes

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