Thionyl Chloride → HCID 18438115, compound

HRID 1643198Notes

Reaction equation

HRID 1643198 reaction equation
[CH2:1]([C:5]1[C:10]([CH2:11]O)=[C:9]([Cl:13])[N:8]=[N:7][C:6]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4].O=S(Cl)[Cl:22]>C(Cl)Cl>[ClH:13].[CH2:1]([C:5]1[C:10]([CH2:11][Cl:22])=[C:9]([Cl:13])[N:8]=[N:7][C:6]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 18438079HCID 18438079, compound

Product 1

HCID 18438115HCID 18438115, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-butyl-6-chloro-5-hydroxymethyl-3-phenyl-pyridazine (0.32 g, 1.16 mmol) in CH2Cl2 (5 mL) is added SOCl2 (2 mL). The resulting clear solution is stirred at room temperature for 3 hours. The solvent is removed in vacuo and the residue is dissolved in toluene (5 mL) and evaporated to remove the remaining SOCl2. The resulting semi-solid is used directly for the next step. LC-MS (M+1) 295.

Workup

  1. customThe solvent is removed in vacuo
  2. dissolutionthe residue is dissolved in toluene (5 mL)
  3. customevaporated
  4. customto remove the remaining SOCl2

Sources & evidence

ORD record
ord-cfcee4328b244dbcaf770109390b21d9
Source dataset
uspto-grants-2012_02
Patent number
US08119665B2

Reaction notes

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