P-Anisidine → HCID 178492119, compound

HRID 268271Notes

Reaction equation

HRID 268271 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]3[N:14]=[C:13]([CH3:15])[NH:12][C:10]3=2)[N:5]=[C:4]([CH3:16])[CH:3]=1.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][CH:20]=1>C(O)C>[ClH:1].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]4[N:14]=[C:13]([CH3:15])[NH:12][C:10]4=3)[N:5]=[C:4]([CH3:16])[CH:3]=2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 7732P-AnisidineHCID 178426076HCID 178426076, compound

Product 1

HCID 178492119HCID 178492119, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 18.5 g. (0.08 m.) of 9-chloro-2,7-dimethylimidazo [4,5-f]-quinoline, 9.85 g. (0.08 m.) of p-anisidine and 300 ml. of ethanol was refluxed, with stirring, overnight. The solution was concentrated in vacuo to give 27 g. m.p. 307°-311°C. Recrystallization from 300 ml. of MeOH yielded 13 g. m.p. 317°-318°C.

Workup

  1. additionA mixture of 18.5 g
  2. concentrationThe solution was concentrated in vacuo
  3. customto give 27 g
  4. customRecrystallization from 300 ml
  5. customof MeOH yielded 13 g

Sources & evidence

ORD record
ord-98bf7a5ee85d4dd689b8556f128ed564
Source dataset
uspto-grants-1976_03
Patent number
US03947434

Reaction notes

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