Hydrazine hydrate (1:1) → HCID 22040478, compound

HRID 2070331Notes

Reaction equation

HRID 2070331 reaction equation
O.NN.F[C:5]1[C:10]([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][CH2:12]2)=[CH:9][CH:8]=[C:7]([N+:18]([O-])=O)[C:6]=1[NH2:21]>C(O)C>[CH:17]1([N:14]2[CH2:15][CH2:16][N:11]([C:10]3[CH:5]=[C:6]([NH2:21])[C:7]([NH2:18])=[CH:8][CH:9]=3)[CH2:12][CH2:13]2)[CH2:7][CH2:6][CH2:5][CH2:10]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 220408162-Fluoro-3-(4-methyl-piperazin-1-yl)-6-nitro-phenylamine

Product 1

HCID 22040478HCID 22040478, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hydrazine monohydrate (0.13 mL, 2.7 mmol) was added to a solution of phthalimide 1 (134 mg, 0.39 mmol) in ethanol (4 mL). The reaction was maintained overnight at rt and then was filtered through Celite. The filter cake was rinse with EtOAc (3×) and the organic portions were combined and concentrated to give diamine 2 which was carried forward without further purification: LCMS m/z 215.1 (MH+), tR=1.77 min.

Workup

  1. filtrationwas filtered through Celite
  2. washThe filter cake was rinse with EtOAc (3×)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-c3f0eab283044aef9c24b7032c20aae8
Source dataset
uspto-grants-2012_10
Patent number
US08299108B2

Reaction notes

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