Water → HCID 21190078, compound

HRID 1068806Notes

Reaction equation

HRID 1068806 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]3[N:5]2[C:6]=1[C:7]([S:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][N:19]1C(=O)C2=CC=CC=C2C1=O)=[N:8]3.O>C(O)C>[CH3:1][C:2]1[N:3]=[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]3[N:5]2[C:6]=1[C:7]([S:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH2:19])=[N:8]3

Participants

4

Reactant 2

HCID 962WaterHCID 211902033-Methyl-2-(5-(phthalimido)pentan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene

Product 1

HCID 21190078HCID 21190078, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 2.50 g (6.2 mmol) of 3-methyl-2-[5-(phthalimido)pentan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene in 50 ml of ethanol was added 928 mg (18.5 mmol) of hydrazinemonohydrate. The mixture was heated for two hours under reflux. After cooling, the resulting precipitates were collected by filtration and washed with ethanol. The filtrate and washing were combined and concentrated to give the residue. Water was added, extracted with methylene chloride, dried over anhydrous magnesium sulfate. The solvent was distilled off to afford 1.197 g of the desired compound (70.6%, a greenish brown solid).

Workup

  1. additionwas added 928 mg (18.5 mmol) of hydrazinemonohydrate
  2. temperatureThe mixture was heated for two hours
  3. temperatureunder reflux
  4. temperatureAfter cooling
  5. customthe resulting precipitates
  6. filtrationwere collected by filtration
  7. washwashed with ethanol
  8. washThe filtrate and washing
  9. concentrationconcentrated
  10. customto give the residue
  11. extractionextracted with methylene chloride
  12. dry with materialdried over anhydrous magnesium sulfate
  13. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-b52fba30a3e34ab9813c63fc0ef4540e
Source dataset
uspto-grants-2001_06
Patent number
US06251905B1

Reaction notes

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