Hydrazine → HCID 178524069, compound

HRID 272569Notes

Reaction equation

HRID 272569 reaction equation
[F:1][C:2]1[C:11]2[NH:10][C:9]([C:12]([OH:14])=[O:13])=[CH:8][C:7](=O)[C:6]=2[C:5]([C:16]([OH:18])=O)=[CH:4][CH:3]=1.[NH2:19][NH2:20]>CCO>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[C:16](=[O:18])[NH:20][N:19]=[C:7]3[CH:8]=[C:9]([C:12]([OH:14])=[O:13])[NH:10][C:11]=1[C:6]=23

Participants

4

Reactant 2

HCID 9321HydrazineHCID 58959701HCID 58959701, compound

Product 1

HCID 178524069HCID 178524069, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 35 (0.600 g, 2.39 mmol) in EtOH (5 mL) was added hydrazine (0.0840 g, 2.63 mmol). The resulting mixture was heated at 90° C. for 24 hand then cooled to room temperature. The resulting precipitate was filtered, washed with Et2O (25 mL), and dried in vacuum at 60° C. for 6 h to give a white solid (36, 0.484 g, 74.5%). 1H NMR (DMSO-d6, 300 MHz) δ ?8.25-8.30 (m, 1H), 7.51-7.57 (m, 1H), 7.06 (s, 1H); Anal. Calcd for C11H6N3O3F (2H2O): C, 46.65; H, 3.56; N, 14.84. Found: C, 46.80; H, 3.59; N, 14.86.

Workup

  1. temperaturethen cooled to room temperature
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with Et2O (25 mL)
  4. customdried in vacuum at 60° C. for 6 h
  5. customto give a white solid (36, 0.484 g, 74.5%)

Sources & evidence

ORD record
ord-879c33fdb94b462da556b89a7fbc3bb0
Source dataset
uspto-grants-2008_11
Patent number
US07456178B2

Reaction notes

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