HCID 19841389, compound → HCID 19841388, compound

HRID 622343Notes

Reaction equation

HRID 622343 reaction equation
C([CH:4]1[C:9]2[NH:10][C:11]3[CH:12]=[N:13][C:14]4[C:19]([C:20]=3[C:8]=2[CH2:7][NH:6][CH2:5]1)=[CH:18][CH:17]=[C:16]([Cl:21])[CH:15]=4)(=O)C>Cl>[Cl:21][C:16]1[CH:15]=[C:14]2[C:19]([C:20]3[C:8]4[CH2:7][NH:6][CH2:5][CH2:4][C:9]=4[NH:10][C:11]=3[CH:12]=[N:13]2)=[CH:18][CH:17]=1

Participants

3

Reactant 1

HCID 19841389HCID 19841389, compound

Product 1

HCID 19841388HCID 19841388, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture prepared from 27 g of 8-acetyl-3-chloro-7,8,9,10-tetrahydro-11H-pyrido[3',4':4,5]pyrrolo[2,3-c]quinoline and 200 ml of concentrated hydrochloric acid was heated at reflux for 1 hour, whereupon a solid precipitated. The mixture was stirred overnight at room temperature, and the solid was filtrated and dissolved in 200 ml of water. This solution was made alkaline with 25% sodium hydroxide solution, and the solid-form free base was filtrated and washed with ethanol. The yield was 17 g, mp=285° C. (dec).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hour, whereupon a solid
  3. customprecipitated
  4. filtrationthe solid was filtrated
  5. dissolutiondissolved in 200 ml of water
  6. filtrationthe solid-form free base was filtrated
  7. washwashed with ethanol

Sources & evidence

ORD record
ord-b678e73eebca4d458c6b1aad0f78bd74
Source dataset
uspto-grants-1988_09
Patent number
US04771052

Reaction notes

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