HCID 15066354, compound → HCID 178526410, compound

HRID 1165809Notes

Reaction equation

HRID 1165809 reaction equation
[C:1]([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]([N+:19]([O-:21])=[O:20])=[CH:11][C:10]=1[NH:22][C:23](C(OCC)=O)=[O:24])(C(OCC)=O)=[O:2]>Cl>[OH:2][C:1]1[C:23]([OH:24])=[N:22][C:10]2[CH:11]=[C:12]([N+:19]([O-:21])=[O:20])[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=3[C:9]=2[N:8]=1

Participants

3

Reactant 1

HCID 15066354HCID 15066354, compound

Product 1

HCID 178526410HCID 178526410, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 1,2-diethoxalylamino-4-nitronapthalene (3.0 g, 7.4 mmol) in 100 ml of 4M hydrochloric acid was refluxed with stirring for 3 h. The mixture was cooled, and the product was isolated by filtration and washed wi water, ethanol and ether. Yield 1.8 g (94%), m.p. >300° C., IR (KBr): 1710 cm-1,1H-NMR (DMSO-d6 ): 7.47-7.83 (m, 2H, ArH), 8.21 (s, 1H,H-5), 8.33-8.73 (m, 2H, ArH), 12.25 (s, 1H,0H), 12,40 (s,1H,0H).

Workup

  1. temperaturewas refluxed
  2. temperatureThe mixture was cooled
  3. customthe product was isolated by filtration
  4. washwashed wi water, ethanol and ether

Sources & evidence

ORD record
ord-c9ee1dcb560e42dcbc2cbb3647c0477e
Source dataset
uspto-grants-1990_03
Patent number
US04912108

Reaction notes

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