Water → Benzonitrile, 3,4-dihydroxy-5-nitro-

HRID 1088892Notes

Reaction equation

HRID 1088892 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[CH:5]=O.Cl.[NH2:15]O.O>C(O)=O>[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([N+:11]([O-:13])=[O:12])[C:9]=1[OH:10])[C:5]#[N:15]

Participants

5

Reactant 3

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 57489573,4-Dihydroxy-5-nitrobenzaldehyde

Product 1

HCID 5748958Benzonitrile, 3,4-dihydroxy-5-nitro-

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution containing 0.92 g of 3,4-dihydroxy-5-nitrobenzaldehyde and 0.49 g of hydroxylamine hydrochloride in 5.0 ml of formic acid was refluxed for 1 h. 50 ml of water was added and the product was filtered and washed with water. Yield 0.3 g (33%), m.p. 175°-178° C.

Workup

  1. temperaturewas refluxed for 1 h
  2. filtrationthe product was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-0d270fe01a624058bbff7c79ece24606
Source dataset
uspto-grants-1990_10
Patent number
US04963590

Reaction notes

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