Phosphorus oxychloride → 4-Chloro-6-methoxy-3-nitroquinoline

HRID 1672326Notes

Reaction equation

HRID 1672326 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][C:7]([N+:13]([O-:15])=[O:14])=[C:6]2O.O=P(Cl)(Cl)[Cl:19]>>[Cl:19][C:6]1[C:5]2[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=2)[N:9]=[CH:8][C:7]=1[N+:13]([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178487956HCID 178487956, compound

Product 1

HCID 107524574-Chloro-6-methoxy-3-nitroquinoline

Procedure

The title compound is prepared in analogy to Example 19c starting from 3.5 g (15.89 mmol) 6-methoxy-3-nitro-quinolin-4-ol (Example 44f) and 24 ml POCl3. mp: 281-283° C.; MS: 239 (M++1); HPLC: t-=12.29 min (Grad 1).

Workup

  1. customt-=12.29 min (Grad 1)

Sources & evidence

ORD record
ord-cf35e7bfeadc485ea39ebf3665b6717e
Source dataset
uspto-grants-2011_08
Patent number
US07998972B2

Reaction notes

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