Hydrazine hydrate (1:1) → HCID 178512474, compound

HRID 2211182Notes

Reaction equation

HRID 2211182 reaction equation
O.[NH2:2][NH2:3].[F:4][C:5]([F:23])([F:22])[C:6]1[CH:7]=[C:8]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19](=S)[NH2:20])[CH:9]=[CH:10][CH:11]=1>CO>[F:4][C:5]([F:23])([F:22])[C:6]1[CH:7]=[C:8]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[C:19]([NH:2][NH2:3])=[NH:20])[CH:9]=[CH:10][CH:11]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)2×HCID 15039191HCID 15039191, compound

Product 1

HCID 178512474HCID 178512474, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrazine hydrate (1.80 ml) is added dropwise to a room temperature solution of 2-[(3-trifluoromethylphenyl)amino]benzene thioamide (2.88 g, 9.73 mmoles) in 100 ml of methanol. The solution is stirred at room temperature under nitrogen for six hours. An additional 400 μl of hydrazine hydrate is added, and stirring is continued for one hour. The solution is concentrated in vacuo and purified by flash chromatography eluting with ethyl acetate to give 2.28 g (80%) of a gummy tan solid. This material is used immediately in the next reaction.

Workup

  1. stirringstirring
  2. waitis continued for one hour
  3. concentrationThe solution is concentrated in vacuo
  4. custompurified by flash chromatography
  5. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-f14e307013fa431595849ffe7e55add3
Source dataset
uspto-grants-1995_10
Patent number
US05462952

Reaction notes

Loading…