Hydrazine hydrate (1:1) → HCID 25005020, compound

HRID 925065Notes

Reaction equation

HRID 925065 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[CH:5]=[C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8](=O)[O:7]1.O.[NH2:21][NH2:22]>C(O)C>[NH2:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[F:19])[CH2:5][C:6]1[C:14]2[CH2:13][CH2:12][CH2:11][CH2:10][C:9]=2[C:8](=[O:7])[NH:22][N:21]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 69043906HCID 69043906, compound

Product 1

HCID 25005020HCID 25005020, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of EXAMPLE 2B (1.42 g) in ethanol (10 mL) was added hydrazine monohydrate (0.27 mL). The mixture stirred at reflux for 1 hour, cooled to 0° C., and filtered. The solid was washed with water and dried. 1H NMR (CD3OD) δ 1.63-1.75 (m, 4H), 2.36-2.45 (m, 2H), 2.46-2.53 (m, 2H), 3.84 (s, 2H), 6.42-6.49 (m, 1H), 6.64 (dd, J=8.6, 2.2 Hz, 1H), 6.86 (dd, J=11.2, 8.1 Hz, 1H).

Workup

  1. temperatureat reflux for 1 hour
  2. filtrationfiltered
  3. washThe solid was washed with water
  4. customdried

Sources & evidence

ORD record
ord-89e6e1170ee94e249794663365981577
Source dataset
uspto-grants-2016_03
Patent number
US09283222B2

Reaction notes

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