Dichloromethane → HCID 14989226, compound

HRID 1030921Notes

Reaction equation

HRID 1030921 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-0b86f44a2a8c4f1a9337399d2abe226e
Source dataset
uspto-grants-1992_04
Patent number
US05106973

Reaction notes

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