Saccharin → 1,2,3,4-Tetrahydroquinoline

HRID 259794

Reaction equation

HRID 259794 reaction equation
S1(C2C(=CC=CC=2)C(=O)[NH:4]1)(=O)=O.[CH3:13]/[C:14](/O)=[CH:15]/[C:16]([CH3:18])=O.[CH3:20]/[C:21](/O)=[CH:22]/[C:23](C)=O.C/C(/O)=C/C(C)=O.[Fe]>C(OCCCO)(=O)C(C)=C.C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.[Co+2]>[NH:4]1[C:18]2[C:16](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:15][CH2:14][CH2:13]1

Participants

5

Reactant 2

HCID 5143SaccharinHCID 11110968Iron (III) acetylacetonate

Product 1

HCID 694601,2,3,4-Tetrahydroquinoline

Reagents, catalysts & solvents 2

HCID 14048876Cobaltous 2-naphthenic acidCatalystHCID 176943-Hydroxypropyl methacrylateSolvent3×

Procedure

An adhesive formulation prepared and tested as in Example 1 containing hydroxypropyl methacrylate (8.15 g), saccharin (0.5 g), 0.1% cobalt naphthenate in hydroxypropyl methacrylate (1 g), 0.1% iron (III) acetylacetonate in hydroxypropyl methacrylate (0.25 g) and 1,2,3,4 tetrahydroquinoline (0.5 g) gave bond strengths of 3.3 N/mm2 after 24 hours following air activation for 5 minutes.

Workup

  1. customAn adhesive formulation prepared

Sources & evidence

ORD record
ord-fd1017a35d074823bb58e407d7e7711c
Source dataset
uspto-grants-1996_06
Patent number
US05523347

Linked notes

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