Ammonia → HCID 21404768, compound

HRID 1729984Notes

Reaction equation

HRID 1729984 reaction equation
O[CH:2]1[C:11]2[CH:10]=[N:9][C:8]([O:12][CH3:13])=[CH:7][C:6]=2[CH2:5][CH2:4][CH:3]1[CH2:14][C:15]([O-:17])=[O:16].S(=O)(=O)(O)O.N>>[CH3:13][O:12][C:8]1[N:9]=[CH:10][C:11]2[CH2:2][CH:3]([CH2:14][C:15]([OH:17])=[O:16])[CH:4]=[CH:5][C:6]=2[CH:7]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 1118Sulfuric AcidHCID 21404790HCID 21404790, compound

Product 1

HCID 21404768HCID 21404768, compound

Procedure

11 Parts of 8-hydroxy-3-methoxy-5,6,7,8-tetrahydro-2-azanaphthalene-7-acetate described in Example 1 is added to 110 parts by volumn of sulfuric acid at room temperature and stirred for 15 minutes. 200 Parts of ice water are added and the solution is made basic with 300 parts by volume of aqueous ammonia. The solution is filtered through celite and then extracted three times with chloroform. Removal of the chloroform and crystallization from methanol provides 3-methoxy-7,8-dihydro-2-azanaphthalene-7-acetic acid, melting at 151-152° C and having the following formula ##SPC27##

Workup

  1. filtrationThe solution is filtered through celite
  2. extractionextracted three times with chloroform
  3. customRemoval of the chloroform and crystallization from methanol

Sources & evidence

ORD record
ord-e488fb61b9924d53aa1ee4862d348da9
Source dataset
uspto-grants-1976_11
Patent number
US03991061

Reaction notes

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