Thionyl Chloride → HCID 22465453, compound

HRID 50182Notes

Reaction equation

HRID 50182 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([CH:18]([C:20]4[S:21][C:22]([Cl:25])=[CH:23][CH:24]=4)O)[CH:16]=3)[N:11]([CH3:26])[C:10](=[O:27])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:30])=O>C(Cl)Cl>[Cl:30][CH:18]([C:20]1[S:21][C:22]([Cl:25])=[CH:23][CH:24]=1)[C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:26])[C:10](=[O:27])[CH:9]=[C:8]2[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 224654214-(3-chloro-phenyl)-6-[(5-chloro-thiophen-2-yl)-hydroxy-methyl]-1-methyl-1H-quinolin-2-one

Product 1

HCID 22465453HCID 22465453, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(3-chloro-phenyl)-6-[(5-chloro-thiophen-2-yl)-hydroxy-methyl]-1-methyl-1H-quinolin-2-one 49 mg, 0.12 mmol) in CH2Cl2 (0.5 ml) was added thionyl chloride dropwise. The reaction mixture was stirred at room temperature for four hours. Thionyl chloride was removed under reduced pressure. The crude chloride was taken up in toluene and concentrated under vacuum to give a yellow solid which was used without further purification.

Workup

  1. customThionyl chloride was removed under reduced pressure
  2. concentrationconcentrated under vacuum
  3. customto give a yellow solid which
  4. customwas used without further purification

Sources & evidence

ORD record
ord-07af85367187433bb850e8cc3e08fb98
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

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