Perchloric Acid → HCID 20355349, compound

HRID 371642Notes

Reaction equation

HRID 371642 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3=[CH:13][S:14][CH:15]=[C:9]3[C:8](SC)=[N:7][C:6]=2[CH:18]=1.[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.[Cl:26]([OH:30])(=[O:29])(=[O:28])=[O:27]>C(O)(=O)C.O>[Cl:26]([OH:30])(=[O:29])(=[O:28])=[O:27].[Cl:26]([OH:30])(=[O:29])(=[O:28])=[O:27].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH3:12])[C:10]3=[CH:13][S:14][CH:15]=[C:9]3[C:8]([N:23]3[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]3)=[N:7][C:6]=2[CH:18]=1

Participants

6

Reactant 3

HCID 24247Perchloric AcidHCID 531671-MethylpiperazineHCID 12521663HCID 12521663, compound

Product 1

HCID 20355349HCID 20355349, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 962WaterSolvent

Procedure

A solution of 0.7 g. of 7-chloro-4-methyl-10-(methylthio)-4H-thieno[3,4-b][1,5]benzodiazepine in 3.5 ml. of N-methylpiperazine is treated with 1-2 drops of glacial acetic acid and heated under reflux for 4 days. The solution is concentrated to dryness and the residue is warmed with dilute acetic acid. The acidic solution is filtered, cooled and made alkaline with concentrated ammonium hydroxide. The sticky precipitate is collected and dissolved in chloroform. The dried chloroform solution is concentrated under reduced pressure to give an oil. An ethanolic solution of the oil is treated with 70% perchloric acid and is diluted with water. The precipitate is collected and recrystallized from ethanol to give a white solid, m.p. 212°-215° C. (dec.).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 4 days
  3. concentrationThe solution is concentrated to dryness
  4. temperaturethe residue is warmed with dilute acetic acid
  5. filtrationThe acidic solution is filtered
  6. temperaturecooled
  7. customThe sticky precipitate is collected
  8. dissolutiondissolved in chloroform
  9. concentrationThe dried chloroform solution is concentrated under reduced pressure
  10. customto give an oil
  11. customThe precipitate is collected
  12. customrecrystallized from ethanol
  13. customto give a white solid, m.p. 212°-215° C. (dec.)

Sources & evidence

ORD record
ord-66cbcc646d8b412a9cebe2d3332c2fd8
Source dataset
uspto-grants-1978_05
Patent number
US04087421

Reaction notes

Loading…