Pyridine → HCID 15595583, compound

HRID 2291451Notes

Reaction equation

HRID 2291451 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[C:13]([NH:15][NH2:16])=[O:14].N1C=CC=CC=1.[C:23](Cl)(Cl)=[O:24]>C(COC)OC>[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[C:13]1[O:14][C:23](=[O:24])[NH:16][N:15]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6371PhosgeneHCID 15595552HCID 15595552, compound

Product 1

HCID 15595583HCID 15595583, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

12.8 g (50 millimoles) of 3,7-dichloroquinoline- 8-carboxylic hydrazide (compound No. 1) were suspended in 100 ml of dimethoxyethane, 7.9 g (100 millimoles) of pyridine were added and phosgene was then passed in over a period of 4 hours at 25° C. Excess phosgene and the solvent were removed, the residue was stirred into water and the mixture was filtered under suction to give 8.7 g (62%) of a product of melting point of 87° C. (compound No. 33).

Workup

  1. customwas then passed in over a period of 4 hours at 25° C
  2. customExcess phosgene and the solvent were removed
  3. filtrationthe mixture was filtered under suction

Sources & evidence

ORD record
ord-0de424246e174de087ca028f64beee04
Source dataset
uspto-grants-1989_01
Patent number
US04797148

Reaction notes

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