Hydrazine → HCID 86681351, compound

HRID 1406643Notes

Reaction equation

HRID 1406643 reaction equation
[CH3:1][C:2]1[C:20]([CH3:21])=[C:19]([CH3:22])[C:18]([CH3:23])=[C:17]([CH3:24])[C:3]=1[CH2:4][N:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12](OCC)=[O:13])[CH2:7][CH2:6]1.[NH2:25][NH2:26]>C(O)C>[CH3:1][C:2]1[C:20]([CH3:21])=[C:19]([CH3:22])[C:18]([CH3:23])=[C:17]([CH3:24])[C:3]=1[CH2:4][N:5]1[CH2:6][CH2:7][N:8]([CH2:11][C:12]([NH:25][NH2:26])=[O:13])[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 86681352HCID 86681352, compound

Product 1

HCID 86681351HCID 86681351, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Synthesized according to General Procedure C: 6{14} (2.40 g, 7.23 mmol, 1 equiv.), anhydrous hydrazine (0.68 mL, 21.7 mmol, 3 equiv.), ethanol (14.5 mL). Recrystallization from EtOH afforded 1{14} (1.88 g, 82%) as a light yellow crystalline solid. 1H-NMR (500 MHz, CDCl3): δ 8.19 (br s, 1H), 3.85 (d, 2H, J=5.0 Hz), 3.55 (s, 2H), 3.05 (s, 2H), 2.47 (br s, 8H), 2.30 (s, 6H), 2.25 (s, 3H), 2.23 (s, 6H). 13C-NMR (125 MHz, CDCl3): δ 170.7, 133.9, 133.9, 132.4, 131.6, 60.6, 56.4, 54.0, 52.5, 17.0, 16.8, 16.6.

Workup

  1. customSynthesized
  2. customRecrystallization from EtOH
  3. customafforded 1{14} (1.88 g, 82%) as a light yellow crystalline solid

Sources & evidence

ORD record
ord-126d5f3bff4045f2a1c9e10610602f85
Source dataset
uspto-grants-2014_12
Patent number
US08916705B2

Reaction notes

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