Hydrazine hydrate (1:1) → HCID 21190259, compound

HRID 619515Notes

Reaction equation

HRID 619515 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][N:18]1C(=O)C2=CC=CC=C2C1=O)=[N:8]3.O.NN>C(O)C>[NH2:18][CH2:17][CH2:16][CH2:15][CH2:14][S:13][C:7]1[C:6]2=[C:2]([CH3:1])[N:3]=[C:4]3[N:5]2[C:9](=[CH:10][CH:11]=[CH:12]3)[N:8]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 211900953-Methyl-[4-(phthalimido)butan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene

Product 1

HCID 21190259HCID 21190259, compoundYield 72.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 3.90 g (10.0 mmol) of 3-methyl-[4-(phthalimido)butan-1-ylthio]-1,4,7b-triazacyclopent[cd]indene in 70 ml of ethanol was added 1.50 g (30.0 mmol) of hydrazine monohydrate. The mixture was heated for 2 hours under reflux. After cooling the resulting precipitates were filtered off. The filtrate was concentrated to give the residue, water was added, extracted with chloroform. The extract was dried over anhydrous magnesium sulfate, then the solvent was distilled off to give 1.89 g of the desired compound (72.7%, pale brown solid)

Workup

  1. temperatureThe mixture was heated for 2 hours
  2. temperatureunder reflux
  3. temperatureAfter cooling the resulting
  4. customprecipitates
  5. filtrationwere filtered off
  6. concentrationThe filtrate was concentrated
  7. customto give the residue, water
  8. additionwas added
  9. extractionextracted with chloroform
  10. dry with materialThe extract was dried over anhydrous magnesium sulfate
  11. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-5003700007a14b47aa882275691e8abe
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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