Hydrazine hydrate (1:1) → HCID 57555561, compound

HRID 600738Notes

Reaction equation

HRID 600738 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[N:9]1[C:18]2[C:13](=[CH:14][C:15]([F:39])=[C:16]([N:19]3[CH2:26][CH:25]4[CH:21]([C:22]([CH2:27][N:28]5C(=O)C6C(=CC=CC=6)C5=O)=[N:23][O:24]4)[CH2:20]3)[N:17]=2)[C:12](=[O:40])[C:11]([C:41]([OH:43])=[O:42])=[CH:10]1.O.NN>C(O)C>[NH2:28][CH2:27][C:22]1[CH:21]2[CH2:20][N:19]([C:16]3[N:17]=[C:18]4[C:13]([C:12](=[O:40])[C:11]([C:41]([OH:43])=[O:42])=[CH:10][N:9]4[C:3]4[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=4[F:1])=[CH:14][C:15]=3[F:39])[CH2:26][CH:25]2[O:24][N:23]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 57555539HCID 57555539, compound

Product 1

HCID 57555561HCID 57555561, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Phthalimide 108 (241 mg; 0.409 mmol) and hydrazine hydrate (0.03 mL) in ethanol (5 mL) were heated at reflux temperature under a nitrogen atmosphere for 23 hours. After cooling, the thick reaction mixture suspension was filtered. The solid was washed with methylene chloride, water and dried to yield amine 200 as an off-white solid.

Workup

  1. temperatureat reflux temperature under a nitrogen atmosphere for 23 hours
  2. temperatureAfter cooling
  3. filtrationthe thick reaction mixture suspension was filtered
  4. washThe solid was washed with methylene chloride, water
  5. customdried

Sources & evidence

ORD record
ord-82f3d9874d88480faea1448c1b830a41
Source dataset
uspto-grants-2011_03
Patent number
US07902227B2

Reaction notes

Loading…