Dimethylcarbamoyl Chloride → HCID 22377310, compound

HRID 863297Notes

Reaction equation

HRID 863297 reaction equation
[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.C[N:13]([CH3:17])[C:14](Cl)=[O:15]>N1C=CC=CC=1>[CH3:17][NH:13][C:14]([N:1]([C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:14]([NH:13][CH3:17])=[O:15])=[O:15]

Participants

4

Reactant 2

HCID 6598Dimethylcarbamoyl ChlorideHCID 113753-Aminoquinoline

Product 1

HCID 22377310HCID 22377310, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2.0 g of 3-aminoquinoline are added in portions to a solution of 1.65 ml of N,N-dimethylcarbamoyl chloride in 3.9 ml of pyridine and the reaction mixture is stirred at room temperature for 24 h. The reaction mixture is then poured onto 50 ml of ice-water. Customary working up and purification of the crude product by chromatography over 100 g of silica gel (mobile phase L) gives 3-(N,N-dimethylaminocarbonylamino)quinoline: Rf (L)=0.23; MS:M+=215.

Workup

  1. custompurification of the crude product by chromatography over 100 g of silica gel (mobile phase L)

Sources & evidence

ORD record
ord-fc37af9182d94081950e88c3223bfd89
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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