HCID 21413267, compound → HCID 15045362, compound

HRID 1730326Notes

Reaction equation

HRID 1730326 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][CH:16]([NH:19]C(=O)C)[CH2:15][CH2:14]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]>Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH:16]([NH2:19])[CH2:17][CH2:18]2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

3

Reactant 1

HCID 21413267HCID 21413267, compound

Product 1

HCID 15045362HCID 15045362, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

The acetamido compound of Example 3 (2.5 g.) in 2N hydrochloric acid (25 ml.) was heated under reflux for 3.5 hours. The cooled solution was basified and extracted with chloroform. Evaporation of the washed and dried extracts gave an oil which was treated with ethanolic hydrogen chloride to provide 1.67 g. of the title compound as its dihydrochloride, m.p. 260°-263° C. (Found: C, 53.4; H, 7.7; N, 8.3. C15H24N2O2.2HCl requires C, 53.3; H, 7.8; N, 8.3%).

Workup

  1. temperatureunder reflux for 3.5 hours
  2. extractionextracted with chloroform
  3. customEvaporation of the
  4. washwashed
  5. customdried extracts
  6. customgave an oil which
  7. customto provide 1.67 g

Sources & evidence

ORD record
ord-f412acfbd8dc418099d4f0e0541bd455
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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