Formamide → 3,7-Dichloro-8-formylaminomethylquinoline

HRID 615075Notes

Reaction equation

HRID 615075 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.[CH:15]([NH2:17])=[O:16]>O>[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][NH:17][CH:15]=[O:16]

Participants

4

Reactant 2

HCID 713FormamideHCID 13090784HCID 13090784, compound

Product 1

HCID 130907943,7-Dichloro-8-formylaminomethylquinoline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24.6 parts of 3,7-dichloro-8-chloromethylquinoline (Example 1) in 300 parts of formamide were refluxed for 5 hours. Water was added and the solid was filtered off with suction and recrystallized from methanol. 23 parts of 3,7-dichloro-8-formylaminomethylquinoline of melting point 110° C. were obtained. The yield corresponds to 94% of theory.

Workup

  1. filtrationthe solid was filtered off with suction
  2. customrecrystallized from methanol

Sources & evidence

ORD record
ord-34994bb00d9f4ed78e4b0d34a151a011
Source dataset
uspto-grants-1985_02
Patent number
US04497651

Reaction notes

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