Hydrazine → HCID 66791172, compound

HRID 1678227Notes

Reaction equation

HRID 1678227 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7](F)=[C:8]([CH:11]=1)[C:9]#[N:10])([O-:3])=[O:2].[NH2:13][NH2:14]>>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:11]=1[NH:14][N:13]=[C:9]2[NH2:10])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 9321HydrazineHCID 5194172-Fluoro-5-nitrobenzonitrile

Product 1

HCID 66791172HCID 66791172, compoundYield 438.5%

Conditions

Temperature
120 °C

Procedure

A mixture of 5-nitro-2-fluoro-benzonitrile (Aldrich, 1.00 g, 6.02 mmol) in 30% aqueous hydrazine (5.00 mL, 18.1 mmol) was heated to about 120° C. in a sealed tube for about 40 minutes. The mixture was cooled to ambient temperature and the precipitate was filtered off, washed with water (10 mL) and dried under reduced pressure to yield 7-nitro-1H-indazol-3-ylamine (0.470 g, 26.4 mmol); (DMSO-d6, 400 MHz) δ 12.16 (br, 1H), 8.90 (m, 1H), 8.05 (dd 1H), 7.35 (d, 1H), 5.98 (br, 2H); RP-HPLC (Table 1, Method j) Rt 8.07 min.

Workup

  1. temperatureThe mixture was cooled to ambient temperature
  2. filtrationthe precipitate was filtered off
  3. washwashed with water (10 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-c145e2400b6e4c75ae58bcf003a1a892
Source dataset
uspto-grants-2011_08
Patent number
US08008481B2

Reaction notes

Loading…