Hydrochloric Acid → HCID 14662153, compound

HRID 1611581Notes

Reaction equation

HRID 1611581 reaction equation
C1(=O)NC(=O)C2=CC=CC=C12.[N:12]1([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2C(=O)C3C(=CC=CC=3)C2=O)[CH:16]=[CH:15][CH:14]=[N:13]1.NN.Cl>CO>[N:12]1([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][NH2:22])[CH:16]=[CH:15][CH:14]=[N:13]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6809PhthalimideHCID 9321HydrazineHCID 14662145HCID 14662145, compound

Product 1

HCID 14662153HCID 14662153, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of the phthalimide such as 2-[5-(1H-1-pyrazolyl)pentyl]-1,3-isoindolinedione and hydrazine (one equivalent) in methanol were heated to reflux temperature for 12 hours and cooled. 1 N HCl (1-5 equivalents) was added and the mixture was filtered and washed with methanol and water and then concentrated to give 5-(1H-1-pyrazolyl)-1-pentanamine as a viscous oil. (Scheme 1G)

Workup

  1. temperaturewere heated
  2. temperatureto reflux temperature for 12 hours
  3. temperaturecooled
  4. filtrationthe mixture was filtered
  5. washwashed with methanol and water
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-c9e2fe01325146c0b2660baee83b8ca3
Source dataset
uspto-grants-2006_01
Patent number
US06989379B1

Reaction notes

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