Methyl iodide → HCID 86733429, compound

HRID 1076643Notes

Reaction equation

HRID 1076643 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-c6cb7a7671a845f3bc01d05674754aac
Source dataset
uspto-grants-1976_05
Patent number
US03957791

Reaction notes

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