Hydrochloric Acid → Naphthalic acid

HRID 1995183

Reaction equation

HRID 1995183 reaction equation
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.N[C:15](N)=[O:16].[OH2:18].Cl>CCOCCO.C([O-])(=O)C.[Cr+3].C([O-])(=O)C.C([O-])(=O)C>[CH:3]1[CH:2]=[C:1]([C:11]([OH:13])=[O:12])[C:10]2[C:9]([C:15]([OH:16])=[O:18])=[CH:8][CH:7]=[CH:6][C:5]=2[CH:4]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 1176UreaHCID 68471-Naphthoic acid

Product 1

HCID 68204Naphthalic acid

Reagents, catalysts & solvents 2

HCID 14012Chromium(III) acetateCatalystHCID 8076Glycol monoethyl etherSolvent

Conditions

Temperature
30 °C

Procedure

A 86.5 g quantity of naphthalic acid (i.e., 1,8-naphthalic acid or 1,8-naphthalene dicarboxylic acid) was dissolved in 300 g of ethyl cellosolve, and chromium acetate (0.2 equivalent calculated as atomic weight of Cr) and 30 g of urea were added to the solution. The mixture was stirred at 100° to 115° C. for 2 hours. The reaction mixture was in the form of a bluish green supernatent liquid. The mixture was cooled to 30° C. and placed into 1 liter of water containing 60 g of 35% hydrochloric acid, whereby a pale bluish green precipitate was formed. The precipitate was filtered off and washed with water until the pH thereof became 6 to 7. The precipitate was dried to give 95 g of Cr complex compound of 1,8-naphthalic acid (hereinafter referred to as "Complex Compound 2"). Complex Compound 2 was found to have good thermal stability (as tested at temperatures of below 350° C. in the same manner as described in Example 1).

Workup

  1. customwas formed
  2. filtrationThe precipitate was filtered off
  3. washwashed with water until the pH
  4. customThe precipitate was dried

Sources & evidence

ORD record
ord-5083c59b4b06484f9bada5f99b3dfa63
Source dataset
uspto-grants-1983_09
Patent number
US04403027

Linked notes

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