HCID 15744777, compound → HCID 15744783, compound

HRID 2231718Notes

Reaction equation

HRID 2231718 reaction equation
C([NH:4][C:5]1([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=2)[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]2[CH2:14][CH2:15][CH2:16][N:17]=[C:6]12)(=O)C>Cl.O>[NH2:4][C:5]1([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([Cl:24])[CH:19]=2)[C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:7]2[CH2:14][CH2:15][CH2:16][N:17]=[C:6]12

Participants

4

Reactant 1

HCID 15744777HCID 15744777, compound

Product 1

HCID 15744783HCID 15744783, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

A solution of the product of Example 1 (2.48 g) in hydrochloric acid 36% w/w (10 ml) was heated at 120° with stirring for 21/2 hours, cooled to room temperature, diluted with H2O (50 ml), washed with ethyl acetate (3×50 ml), basified with 33% aqueous ammonia and extracted with chloroform (3×100 ml). The extracts were washed with brine (100 ml), dried (MgSO4) and evaporated in vacuo. The oil was dissolved in methanol (10 ml), acidified with ethereal HCl, and evaporated in vacuo to give a solid which was triturated with ether (3×10 ml) to give the title compound as the hydrochloride (1.83 g) as colourless crystals, m.p. 274°-276° (dec.).

Workup

  1. washwashed with ethyl acetate (3×50 ml)
  2. extractionextracted with chloroform (3×100 ml)
  3. washThe extracts were washed with brine (100 ml)
  4. dry with materialdried (MgSO4)
  5. customevaporated in vacuo
  6. dissolutionThe oil was dissolved in methanol (10 ml)
  7. customevaporated in vacuo
  8. customto give a solid which
  9. customwas triturated with ether (3×10 ml)

Sources & evidence

ORD record
ord-7e099151df704626bf9d9f29c62b2b5d
Source dataset
uspto-grants-1988_11
Patent number
US04783455

Reaction notes

Loading…