Hydrazine hydrate (1:1) → (1-(4-fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazol-5-yl)methanamine

HRID 2368491Notes

Reaction equation

HRID 2368491 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH2:13][N:14]3C(=O)C4C(=CC=CC=4)C3=O)=[CH:11][N:10]=[C:9]2[S:25][CH2:26][C:27]2[C:32]([F:33])=[CH:31][CH:30]=[C:29]([F:34])[C:28]=2[F:35])=[CH:4][CH:3]=1.O.NN>C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH2:13][NH2:14])=[CH:11][N:10]=[C:9]2[S:25][CH2:26][C:27]2[C:32]([F:33])=[CH:31][CH:30]=[C:29]([F:34])[C:28]=2[F:35])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 711177562-((1-(4-fluorophenyl)-2-((2,3,6-trifluoro benzyl)thio)-1H-imidazol-5-yl)methyl)isoindoline-1,3-dione

Product 1

HCID 71117488(1-(4-fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazol-5-yl)methanamine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-((1-(4-fluorophenyl)-2-((2,3,6-trifluoro benzyl)thio)-1H-imidazol-5-yl)methyl)isoindoline-1,3-dione (29) (390 mg, 0.78 mmol) and hydrazine hydrate (76 μL, 1.57 mmol) in ethanol (8 mL) was refluxed overnight. The white precipitate was removed by vacuum filtration and washed with ethanol and concentrated in vacuo to obtain (1-(4-fluorophenyl)-2-((2,3,6-trifluorobenzyl)thio)-1H-imidazol-5-yl)methanamine (30).

Workup

  1. customThe white precipitate was removed by vacuum filtration
  2. washwashed with ethanol
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-779477f3b3bc4d2d8d4651dd93ca53e2
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

Loading…