Phosphorus oxychloride → 7-Benzyl-4-chloro-3-nitroquinoline

HRID 9457Notes

Reaction equation

HRID 9457 reaction equation
[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12](O)=[C:13]([N+:18]([O-:20])=[O:19])[CH:14]=[N:15]2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]=[CH:34][C:33]([N+:39]([O-:41])=[O:40])=[C:32]2O)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.P(Cl)(Cl)([Cl:45])=O>>[CH2:1]([C:8]1[CH:17]=[C:16]2[C:11]([C:12]([Cl:45])=[C:13]([N+:18]([O-:20])=[O:19])[CH:14]=[N:15]2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:22]([C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[N:35]=[CH:34][C:33]([N+:39]([O-:41])=[O:40])=[C:32]2[Cl:45])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 178418731HCID 178418731, compoundHCID 178418920HCID 178418920, compound

Product 2

HCID 219841937-Benzyl-4-chloro-3-nitroquinolineHCID 219842266-Benzyl-4-chloro-3-nitroquinoline

Procedure

The method described in Part E of Example 10 was used to treat 7-benzyl-3-nitroquinolin-4-ol or 6-benzyl-3-nitroquinolin-4-ol with phosphorous oxychloride to provide 7-benzyl-4-chloro-3-nitroquinoline as a light yellow powder or 6-benzyl-4-chloro-3-nitroquinoline as a tan powder, respectively.

Sources & evidence

ORD record
ord-89dff75aa83d4c2c8be904ac12f724d0
Source dataset
uspto-grants-2006_08
Patent number
US07091214B2

Reaction notes

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