Hydrochloric Acid → HCID 14662153, compound

HRID 457674Notes

Reaction equation

HRID 457674 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-dc6e0c84a07b4c01962e167edefbb059
Source dataset
uspto-grants-2007_03
Patent number
US07189720B2

Reaction notes

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