Hydrochloric Acid → HCID 54357234, compound

HRID 1247938Notes

Reaction equation

HRID 1247938 reaction equation
C([O:3][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[CH:7]=[C:8]1[C:12]2[N:13]=[C:14]3[CH:21]=[CH:20][C:19]([C:22]([OH:24])=[O:23])=[CH:18][N:15]3[C:16](=[O:17])[C:11]=2[CH2:10][CH2:9]1)C.Cl>C(O)(=O)C>[OH:3][C:4]1[CH:5]=[C:6]([CH:25]=[CH:26][CH:27]=1)[CH:7]=[C:8]1[C:12]2[N:13]=[C:14]3[CH:21]=[CH:20][C:19]([C:22]([OH:24])=[O:23])=[CH:18][N:15]3[C:16](=[O:17])[C:11]=2[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 56605852HCID 56605852, compound

Product 1

HCID 54357234HCID 54357234, compoundYield 74.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-(3-ethoxy-benzylidene)-1,2,3,10-tetrahydro-10-oxo-cyclopenta[d]pyrido[1,2-a]pyrimidine-7-carboxylic acid (2.7 g), prepared according to Example 4, was heated with 37% HCl (54 ml) in acetic acid (54 ml) under stirring at reflux temperature for 20 hours. After cooling the precipitate was filtered, washed with water and then treated with aqueous sodium acetate under stirring: filtration and crystallization of the precipitate from dimethylformamide gave 1.85 g of 3-(3-hydroxy-benzylidene)-1,2,3,10-tetrahydro-10-oxo-cyclopenta[d]pyrido[1,2-a]pyrimidine-7-carboxylic acid, m.p. >320° C.

Workup

  1. temperatureat reflux temperature for 20 hours
  2. temperatureAfter cooling the precipitate
  3. filtrationwas filtered
  4. washwashed with water
  5. additiontreated with aqueous sodium acetate
  6. stirringunder stirring
  7. filtrationfiltration and crystallization of the precipitate from dimethylformamide

Sources & evidence

ORD record
ord-219b2dc005354dbbb7566495302de41f
Source dataset
uspto-grants-1985_06
Patent number
US04521419

Reaction notes

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