Iodine → HCID 20335485, compound

HRID 1706446Notes

Reaction equation

HRID 1706446 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH3:12])[CH:6]=[CH:5]2.[CH3:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][CH:23]=1)[N:20]=[CH:19][CH:18]=[CH:17]2.[I:24]I>ClC1C=CC=CC=1>[I-:24].[F:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]3[C:19]4[CH:18]=[CH:17][C:16]5[CH:15]=[C:14]([CH3:13])[CH:23]=[CH:22][C:21]=5[N+:20]=4[CH:12]=[C:7]3[CH:6]=[CH:5][C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 807IodineHCID 70596-MethylquinolineHCID 707846-Fluoro-2-methylquinoline

Product 1

HCID 20335485HCID 20335485, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A mixture of 24.2 g. of 6-fluoroquinaldine, 86 g. of 6-methylquinoline, 100 ml. of chlorobenzene and 76 g. of iodine is stirred at 20°-25° C. until solution is obtained, then heated at 95°-100° C. for 3 days. The mixture is cooled and the precipitate of 10-fluoro-3-methylimidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected by filtration, washed with chlorobenzene, then with methanol and dried; m.p. 360° C. after crystallization from dimethylformamide.

Workup

  1. additionA mixture of 24.2 g
  2. customis obtained
  3. temperatureheated at 95°-100° C. for 3 days
  4. temperatureThe mixture is cooled
  5. filtrationthe precipitate of 10-fluoro-3-methylimidazo[1,2-a:3,4-a']diquinolin-15-ium iodide is collected by filtration
  6. washwashed with chlorobenzene
  7. dry with materialwith methanol and dried
  8. customm.p. 360° C. after crystallization from dimethylformamide

Sources & evidence

ORD record
ord-305a5ddc8ef045f780a24039ec69856c
Source dataset
uspto-grants-1980_06
Patent number
US04207320

Reaction notes

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