Water → HCID 19592820, compound

HRID 613529Notes

Reaction equation

HRID 613529 reaction equation
Cl[CH2:2][C:3]1[C:12](=[O:13])[C:11]2[C:6](=[C:7]([N+:14]([O-:16])=[O:15])[CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1.[OH2:17]>>[OH:17][CH2:2][C:3]1[C:12](=[O:13])[C:11]2[C:6](=[C:7]([N+:14]([O-:16])=[O:15])[CH:8]=[CH:9][CH:10]=2)[NH:5][CH:4]=1

Participants

3

Reactant 2

HCID 962WaterHCID 19592334HCID 19592334, compound

Product 1

HCID 19592820HCID 19592820, compound

Procedure

A suspension of 3-chloromethyl-1,4-dihydro-8-nitro-4-oxoquinoline (2.0 g) in water (30 ml) was refluxed for 15 minutes and allowed to stand to ambient temperature. The resulting precipitates were collected by filtration and washed with water to give 1,4-dihydro-3-hydroxymethyl-8-nitro-4-oxoquinoline (1.82 g). mpD 182-184° C. NMR (DMSO-d6, δ): 4.41 (2H, s), 5.14 (1H, br), 7.49 (1H, t, J=7 Hz), 8.00 (1H, s), 8.59 (1H, d, J=7 Hz), 8.66 (1H, d, J=7 Hz)

Workup

  1. temperaturewas refluxed for 15 minutes
  2. customto stand to ambient temperature
  3. customThe resulting precipitates
  4. filtrationwere collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-02d3499255634d5eb5aa8e19d1b27560
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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