HCID 21413267, compound → HCID 15045362, compound

HRID 2071273Notes

Reaction equation

HRID 2071273 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 treated 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-21050ebd58144d8098e5b4d1e5f3f156
Source dataset
uspto-grants-1977_09
Patent number
US04046767

Reaction notes

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