Hydrazine hydrate (1:1) → HCID 135703017, compound

HRID 398031Notes

Reaction equation

HRID 398031 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:21])[NH:10][C:11](=S)[NH:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1.O.[NH2:23][NH2:24]>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9](=[O:21])[NH:10][C:11]([NH:23][NH2:24])=[N:12][C:13]=2[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 11748559HCID 11748559, compound

Product 1

HCID 135703017HCID 135703017, compound

Conditions

Temperature
120 °C

Procedure

A mixture of 5-(4-fluorophenyl)-6-(4-pyridyl)-2-thiouracil (500 mg, 1.66 mmol) and hydrazine hydrate (800 ml, ˜14 mmol) was heated at 120° C. for 60 min. It was evaporated and the reaction product was recrystallized from hot methanol to provide the title compound. MS (m/z): 298.0 (M+H)+; C15H12FN5O requir. 297.3. 1H-NMR (DMSO-d6): d 8.41, 7.12 (2 m, each 2H, Pyrid.), 7.05, 7.00 (2 m, each 2H, PhF).

Workup

  1. customIt was evaporated
  2. customthe reaction product was recrystallized from hot methanol

Sources & evidence

ORD record
ord-aa43d6de90fa437982d7de2b88f0bea1
Source dataset
uspto-grants-2003_08
Patent number
US06610698B2

Reaction notes

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