Hydrazine → HCID 90033786, compound

HRID 1771267Notes

Reaction equation

HRID 1771267 reaction equation
[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14](OCC)=[O:15])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[NH2:21][NH2:22]>CCO>[F:1][C:2]1[CH:20]=[CH:19][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10]([CH2:13][C:14]([NH:21][NH2:22])=[O:15])[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 6464986HCID 6464986, compound

Product 1

HCID 90033786HCID 90033786, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Synthesized according to General Procedure C: 51f (3.0 g, 10.7 mmol, 1.0 equiv.), anhydrous hydrazine (1.4 mL, 42.8 mmol, 4.0 equiv.), EtOH (20 mL, 0.5 M). 46f (2.59 g, 91.1%) was obtained as a white solid after extraction without further purification. 1H-NMR (500 MHz, CDCl3) δ 8.15 (br s, 1H), 7.22-7.19 (m, 2H), 6.95-6.91 (m, 2H), 3.84 (br s, 2H), 3.40 (s, 2H), 3.01 (s, 2H), 2.47 (br s, 4H), 2.39 (br s, 4H). 13C-NMR (125 MHz, CDCl3) δ 170.5, 162.0 (d, JC-F=243.6 Hz), 133.7 (d, JC-F=2.8 Hz), 130.6 (d, JC-F=8.3 Hz), 115.1 (d, JC-F=21.1 Hz), 62.0, 60.6, 53.7, 53.0. 19F-NMR (470 MHz, CDCl3) δ −118.9. HRMS (ESI): 267.1630 (M+1); calcd. for C13H20FN4O: 267.1621.

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-c9354c98bfdc4e99a4d929582884b6ec
Source dataset
uspto-grants-2016_02
Patent number
US09249116B2

Reaction notes

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