Dichloromethane → HCID 20086988, compound

HRID 1608658Notes

Reaction equation

HRID 1608658 reaction equation
[Cl:1][C:2]1[CH:7]=[N:6][N:5]([CH3:8])[C:4](=[O:9])[C:3]=1[NH:10][CH2:11][CH2:12][CH2:13]O.[Cl:15]CCl.S(Cl)(Cl)=O>>[Cl:1][C:2]1[CH:7]=[N:6][N:5]([CH3:8])[C:4](=[O:9])[C:3]=1[NH:10][CH2:11][CH2:12][CH2:13][Cl:15]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 20086972HCID 20086972, compound

Product 1

HCID 20086988HCID 20086988, compoundYield 73.2%

Procedure

0.48 g (2.2 mmoles) of 5-chloro-4-[N-(3-hydroxypropyl)-amino]-2-methyl-3(2H)-pyridazinone is dissolved in ml of dichloromethane, and 2.1 ml (28.8 mmoles) of thionyl chloride are dropped to the solution. Then it is boiled for 3 hours under stirring and reflux cooling. The solvent is evaporated and the crude product thus obtained is triturated with ether. Thus 0.38 g (73%) of the desired compound is obtained. M.p.: 91°-92° C.

Workup

  1. temperaturereflux
  2. temperaturecooling
  3. customThe solvent is evaporated
  4. customthe crude product thus obtained
  5. customis triturated with ether

Sources & evidence

ORD record
ord-e798763e3dac428794fc44cf4314ea5e
Source dataset
uspto-grants-1995_03
Patent number
US05395934

Reaction notes

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