Dimethylformamide → HCID 13090790, compound

HRID 615071Notes

Reaction equation

HRID 615071 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=2[CH2:13]Cl.[Na].CN(C)[CH:18]=[O:19]>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([Cl:12])[C:6]=2[CH2:13][O:19][C:18]1[CH:9]=[CH:8][C:7]([Cl:12])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 5360545SodiumHCID 13090784HCID 13090784, compound

Product 1

HCID 13090790HCID 13090790, compound

Procedure

24.6 parts of 3,7-dichloro-8-chloromethylquinoline (Example 1) and 15 parts of sodium p-chlorophenate in 200 parts of dimethylformamide were stirred at 100° C. for 10 hours. The solvent was distilled off, water was added to the residue and the solid was filtered off with suction, dried and recrystallized from a suitable solvent. 32 parts of 3,7-dichloro-8-p-chlorophenoxymethylquinoline of melting point 110° C. were obtained. The yield corresponds to 95% of theory.

Workup

  1. distillationThe solvent was distilled off
  2. additionwater was added to the residue
  3. filtrationthe solid was filtered off with suction
  4. customdried
  5. customrecrystallized from a suitable solvent

Sources & evidence

ORD record
ord-0496a053f72f4f80aaca321b65573933
Source dataset
uspto-grants-1985_02
Patent number
US04497651

Reaction notes

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