Dichloromethane → HCID 14989226, compound

HRID 484505Notes

Reaction equation

HRID 484505 reaction equation
O[CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][C:14](=[O:17])[NH:15][N:16]=2)[CH2:7][CH2:6]1.[Cl:18]CCl.S(Cl)(Cl)=O>O1CCCC1>[Cl:18][CH2:2][CH2:3][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][C:14](=[O:17])[NH:15][N:16]=2)[CH2:7][CH2:6]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 14989225HCID 14989225, compound

Product 1

HCID 14989226HCID 14989226, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred and cooled (ice bath) mixture of 2.8 parts of 6-[4-(3-hydroxypropyl)-1-piperidinyl]-3(2H)-pyridazinone, 65 parts of dichloromethane and 45 parts of tetrahydrofuran were added dropwise 2.8 parts of thionyl chloride. Upon complete addition, stirring was continued overnight at room temperature. The whole was evaporated and the residue was taken up in methylbenzene. The organic layer was evaporated again, yielding 3 parts (100%) of 6-[4-(3-chloropropyl)-1-piperidinyl]-3(2H) -pyridazinone as a residue (int. 100).

Workup

  1. temperaturecooled
  2. additionUpon complete addition
  3. stirringstirring
  4. customThe whole was evaporated
  5. customThe organic layer was evaporated again

Sources & evidence

ORD record
ord-6ade2c9ad8b148bea904c38b9284e147
Source dataset
uspto-grants-1993_07
Patent number
US05231184

Reaction notes

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