HCID 15066355, compound → HCID 178526516, compound

HRID 1165812Notes

Reaction equation

HRID 1165812 reaction equation
C([NH:8][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][C:17]=2[N+:19]([O-:21])=[O:20])[CH:12]=[CH:11][C:10]=1[NH:22][C:23]([C:25]([O:27]CC)=O)=[O:24])(C(OCC)=O)=O>Cl>[OH:27][C:25]1[C:23]([OH:24])=[N:22][C:10]2[CH:11]=[CH:12][C:13]3[CH:14]=[CH:15][CH:16]=[C:17]([N+:19]([O-:21])=[O:20])[C:18]=3[C:9]=2[N:8]=1

Participants

3

Reactant 1

HCID 15066355HCID 15066355, compound

Product 1

HCID 178526516HCID 178526516, compoundYield 89.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A suspension of 1,2-diethoxalylamino-8-nitro-naphthalene (0.40 g, 1 mmol) in 20 ml of 4M hydrochloric acid was refluxed with stirring for 2 1/2 h. The mixture was cooled, and the product was filtered off, washed with water, and dried to give 0.23 g (88%) of the title compound, m.p. > 300° C., IR (KBr): 1700 (C=0), 1635 cm-1,1H-NMR (DMSO-d6): 7.45-8.40 (m,5H,ArH), ca. 10.5-13.0 (broad s, 1H, 0H), 12.5 (broad s, 1H, 0H).

Workup

  1. temperaturewas refluxed
  2. temperatureThe mixture was cooled
  3. filtrationthe product was filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-9de511499f884707ab08b3b908659d9d
Source dataset
uspto-grants-1990_03
Patent number
US04912108

Reaction notes

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