Hydrochloric Acid → 5,7-Benzofurandiamine, 2,3-dimethyl-

HRID 342444Notes

Reaction equation

HRID 342444 reaction equation
C([NH:9][C:10]1[CH:20]=[C:19]([NH:21]C(=O)C2C=CC=CC=2)[C:13]2[O:14][C:15]([CH3:18])=[C:16]([CH3:17])[C:12]=2[CH:11]=1)(=O)C1C=CC=CC=1.Cl>C(O)C>[NH2:9][C:10]1[CH:20]=[C:19]([NH2:21])[C:13]2[O:14][C:15]([CH3:18])=[C:16]([CH3:17])[C:12]=2[CH:11]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70200011HCID 70200011, compound

Product 1

HCID 701987975,7-Benzofurandiamine, 2,3-dimethyl-

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 5,7-bis(benzoylamino)-dimethylbenzo[b]furan (2.5 g) in ethanol (18 ml) was added conc. hydrochloric acid (9 ml) and the mixture was refluxed for 36 hours. The reaction mixture was cooled and evaporated in vacuo. The residue was dissolved in water and the solution was washed with ethyl acetate. The aqueous layer was neutralized with aqueous saturated sodium bicarbonate and the separated oil was extracted with ethyl acetate. The extract was washed with brine, dried over sodium sulfate and evaporated in vacuo to give 5,7-diamino-2,3-dimethylbenzo[b]furan.

Workup

  1. temperaturethe mixture was refluxed for 36 hours
  2. temperatureThe reaction mixture was cooled
  3. customevaporated in vacuo
  4. dissolutionThe residue was dissolved in water
  5. washthe solution was washed with ethyl acetate
  6. extractionthe separated oil was extracted with ethyl acetate
  7. washThe extract was washed with brine
  8. dry with materialdried over sodium sulfate
  9. customevaporated in vacuo

Sources & evidence

ORD record
ord-8c40cd6d025d4550a4270add0d2b365e
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

Loading…