Thionyl Chloride → HCID 21082107, compound

HRID 346990Notes

Reaction equation

HRID 346990 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]([C:18](O)([C:28]4[N:32]([CH3:33])[CH:31]=[N:30][CH:29]=4)[C:19]4[CH:24]=[CH:23][C:22]([N+:25]([O-:27])=[O:26])=[CH:21][CH:20]=4)[CH:16]=3)[N:11]([CH3:35])[C:10](=[O:36])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.S(Cl)([Cl:39])=O>>[ClH:1].[Cl:39][C:18]([C:28]1[N:32]([CH3:33])[CH:31]=[N:30][CH:29]=1)([C:19]1[CH:20]=[CH:21][C:22]([N+:25]([O-:27])=[O:26])=[CH:23][CH:24]=1)[C:15]1[CH:16]=[C:17]2[C:12](=[CH:13][CH:14]=1)[N:11]([CH3:35])[C:10](=[O:36])[CH:9]=[C:8]2[C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 10117835HCID 10117835, compound

Product 1

HCID 21082107HCID 21082107, compoundYield 100%

Procedure

A mixture of (±)-4-(3-chlorophenyl)-6-[hydroxy(1-methyl-1H-imidazol-5-yl)(4-nitrophenyl)methyl]-1-methyl-2(1H)-quinolinone (described in Example B4) (0.00107 mol) in thionyl chloride (6 ml) was stirred at room temperature for 2 hours. The mixture was evaporated. The residue was taken up in CH2Cl2 and evaporated. The product was used without further purification in the next step, yielding 0.6 g (100%) of (±)-6-[chloro(1-methyl-1H-imidazol-5-yl)(4-nitrophenyl)methyl]4(3-chlorophenyl)-1-methyl-2(1H)-quinolinone monohydrochloride.

Workup

  1. customThe mixture was evaporated
  2. customevaporated
  3. customThe product was used without further purification in the next step

Sources & evidence

ORD record
ord-4e1e46e8410b47c4bcaf6c1f8f6f6fec
Source dataset
uspto-grants-2007_02
Patent number
US07173040B2

Reaction notes

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