Methyl iodide → HCID 86733429, compound

HRID 258819Notes

Reaction equation

HRID 258819 reaction equation
[N+:1]([O-:4])([OH:3])=[O:2].[OH:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]1[C:21]2[C:16](=[CH:17][C:18]([Cl:22])=[CH:19][CH:20]=2)[N:15]=[CH:14][CH:13]=1.[CH3:23][I:24]>C(OCC)C>[I-:24].[N+:1]([O-:4])([O-:3])=[O:2].[CH3:23][N:15]1[C:16]2[C:21](=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=2)[C:12]([NH:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][OH:5])=[CH:13][CH2:14]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 68123791HCID 68123791, compound

Product 1

HCID 86733429HCID 86733429, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 3.0 g. of 4-(5-hydroxypentyl)amino-7-chloro-quinoline nitrate and 20 ml. of methyl iodide is refluxed for 20 minutes. To the cooled reaction mixture is added dry diethyl ether to complete crystallization and the solids are collected by filtration, washed twice with diethyl ether and dried in a high vacuum to obtain 1-methyl-4-(5-hydroxypentyl)amino-7-chloro-quinoline nitrate iodide, m.p. 184°-186° C.(decomp).

Workup

  1. additionA mixture of 3.0 g
  2. customTo the cooled reaction mixture
  3. customcrystallization
  4. filtrationthe solids are collected by filtration
  5. washwashed twice with diethyl ether
  6. customdried in a high vacuum

Sources & evidence

ORD record
ord-21612e0da7a24f28b27ea2f6150d59ec
Source dataset
uspto-grants-1977_07
Patent number
US04035367

Reaction notes

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