Hydrazine hydrate (1:1) → Methyl 2-fluoro-4-(3-hydrazino-1,2,4-triazin-6-yl)benzoate

HRID 1099091Notes

Reaction equation

HRID 1099091 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([C:12]2[N:17]=[N:16][C:15](S(C)=O)=[N:14][CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].O.[NH2:22][NH2:23]>O1CCCC1>[F:1][C:2]1[CH:11]=[C:10]([C:12]2[N:17]=[N:16][C:15]([NH:22][NH2:23])=[N:14][CH:13]=2)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59216280Methyl 2-fluoro-4-[3-(methylsulfinyl)-1,2,4-triazin-6-yl]benzoate

Product 1

HCID 59216321Methyl 2-fluoro-4-(3-hydrazino-1,2,4-triazin-6-yl)benzoate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of methyl 2-fluoro-4-[3-(methylsulfinyl)-1,2,4-triazin-6-yl]benzoate (0.19 g, 0.00064 mol) in tetrahydrofuran (20 mL) was added hydrazine hydrate (63 μL, 0.0013 mol) slowly. The mixture was stirred at RT for 1.5 h. The mixture was concentrated under reduced pressure to yield the desired product. Analytical LCMS: (M+H)+=264.1.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1e208e898c0143d2a82c38f548f32398
Source dataset
uspto-grants-2012_03
Patent number
US08143251B2

Reaction notes

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