Iodine → 1,2-Dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester

HRID 557569Notes

Reaction equation

HRID 557569 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.II>O=C(C=C(C)C)C>[CH3:9][O:8][C:6]([C:5]1[CH:10]=[C:11]2[C:2](=[CH:3][CH:4]=1)[NH:1][C:5]([CH3:10])([CH3:6])[CH:4]=[C:3]2[CH3:2])=[O:7]

Participants

4

Reactant 2

HCID 807IodineHCID 12082Methyl 4-aminobenzoate

Product 1

HCID 534161101,2-Dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 8858Mesityl oxideSolvent

Procedure

Skraup reaction of methyl 4-aminobenzoate (5.0 g) and iodine (1.7 g) in mesityl oxide (25 ml) was performed according to the method described in example 1.

Sources & evidence

ORD record
ord-1c4c78c8384c42e0ba114e4b06857ed8
Source dataset
uspto-grants-2011_11
Patent number
US08058441B2

Reaction notes

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