Dimethylcarbamoyl Chloride → 2-Methyl-4-dimethylaminocarbonyloxyquinoline

HRID 1863209Notes

Reaction equation

HRID 1863209 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:13][N:14]([CH3:18])[C:15](Cl)=[O:16]>CN(C)C=O>[CH3:1][C:2]1[CH:11]=[C:10]([O:12][C:15]([N:14]([CH3:18])[CH3:13])=[O:16])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 1784288112-Methylquinolin-4-ol

Product 1

HCID 127982362-Methyl-4-dimethylaminocarbonyloxyquinoline

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

24 g (0,15 mole) of 2-methyl-4-hydroxyquinoline were dissolved in 200 ml of dimethylformamide (anhydrous and free from amine), 23 g (0,22 mole) of triethylmine were added and, subsequently, 24 g (0,22 mole) of dimethylcarbamic acid chloride added dropwise.

Workup

  1. addition23 g (0,22 mole) of triethylmine were added

Sources & evidence

ORD record
ord-eee3b64759c04749bf65c8b2db11902e
Source dataset
uspto-grants-1979_09
Patent number
US04168311

Reaction notes

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