Sulfuric Acid → HCID 13491716, compound

HRID 1719867Notes

Reaction equation

HRID 1719867 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[C:8]([O:13][CH3:14])[CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1)#[N:2].S(=O)(=O)(O)[OH:16].[OH-].[NH4+]>O>[C:1]([C:3]1[C:12]2[C:7](=[C:8]([O:13][CH3:14])[CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1)(=[O:16])[NH2:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 14923Ammonium HydroxideHCID 13491715HCID 13491715, compound

Product 1

HCID 13491716HCID 13491716, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Cyano-5-Methoxy-naphthalene (36 g) is stirred with concentrated sulfuric acid (250 ml) and H2O (20 ml) on a steam bath for two hours and is allowed to cool. The reaction mixture is poured into a slurry of crushed ice and concentrated ammonium hydroxide (250 ml). The mixture is extracted with methylene chloride and the organic extract dried, filtered and evaporated, yielding the desired amide as a solid.

Workup

  1. temperatureto cool
  2. extractionThe mixture is extracted with methylene chloride
  3. extractionthe organic extract
  4. customdried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-ac283df03b8a4b3ba0747eced50e43d3
Source dataset
uspto-grants-1985_09
Patent number
US04543352

Reaction notes

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