Dichloromethane → HCID 23039510, compound

HRID 2166336Notes

Reaction equation

HRID 2166336 reaction equation
Cl[N:2]1[C:7](=[O:8])[C:6]([Cl:9])=[C:5]([Cl:10])[CH:4]=[N:3]1.[O:11]1[CH:16]=[CH:15][CH2:14][CH2:13][CH2:12]1.C(Cl)[Cl:18]>>[Cl:9][C:6]1[C:7](=[O:8])[N:2]([CH:16]2[CH:15]([Cl:18])[CH2:14][CH2:13][CH2:12][O:11]2)[N:3]=[CH:4][C:5]=1[Cl:10]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 80803,4-dihydro-2H-pyranHCID 3527332,4,5-Trichloropyridazin-3(2H)-one

Product 1

HCID 23039510HCID 23039510, compound

Procedure

In 20 ml of methylene chloride were dissolved 4 g of 2,4,5-trichloro-3(2H)-pyridazinone, and thereto dropwise added 2.5 g of 2,3-dihydro-pyran under ice-cooling. The solution was stirred for 30 minutes and the by-produced 4,5-dichloro-3(2H)-pyridazinone was filtered off. The filtrate was distilled off under reduced pressure. The oil thus obtained was separated by means of column chromatography (on silica gel, eluting with benzene) to give 1.5 g of trans-form as the first fraction (m.p.: 136°-137° C.) and 1.3 g of cis-form as the second fraction (m.p.: 109°-110° C.).

Workup

  1. filtrationthe by-produced 4,5-dichloro-3(2H)-pyridazinone was filtered off
  2. distillationThe filtrate was distilled off under reduced pressure
  3. customThe oil thus obtained
  4. customwas separated by means of column chromatography (on silica gel, eluting with benzene)
  5. customto give 1.5 g of trans-form as the first fraction (m.p.: 136°-137° C.) and 1.3 g of cis-form as the second fraction (m.p.: 109°-110° C.)

Sources & evidence

ORD record
ord-67cd7d08a2e640209490457524d7b2ad
Source dataset
uspto-grants-1990_07
Patent number
US04945091

Reaction notes

Loading…