1,2-Naphthoquinone → HCID 135754684, compound

HRID 1266929Notes

Reaction equation

HRID 1266929 reaction equation
[C:1]1(=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]1=O.[NH:13]([C:15]1[C:20]([C:21]([F:24])([F:23])[F:22])=[C:19]([O:25][CH3:26])[N:18]=[C:17]([CH3:27])[N:16]=1)[NH2:14]>C(O)(=O)C>[CH3:26][O:25][C:19]1[N:18]=[C:17]([CH3:27])[N:16]=[C:15]([N:13]=[N:14][C:2]2[CH:3]=[CH:4][C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[C:1]=2[OH:12])[C:20]=1[C:21]([F:24])([F:23])[F:22]

Participants

4

Reactant 2

HCID 106671,2-Naphthoquinone2×HCID 18544800HCID 18544800, compound

Product 1

HCID 135754684HCID 135754684, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

Then, a flask was loaded with acetic acid (50 ml) and 1,2-naphthoquinone (2.9 g), and the temperature was raised up to 110° C. with stirring to dissolve 1,2-naphthoquinone. To this mixture, 4-hydrazino-6-methoxy-2-methyl-5-(trifluoromethyl)pyrimidine (4 g) was added in 30 minutes. After stirring at 110° C. for 3 hours, the heating was stopped and left to cool. The reaction mixture was filtrated. The filtrated crystals were recrystallized with dioxane to give crystals, which were then filtrated and dried to give intended crystals (2.3 g).

Workup

  1. stirringAfter stirring at 110° C. for 3 hours
  2. waitleft
  3. temperatureto cool
  4. filtrationThe reaction mixture was filtrated
  5. customThe filtrated crystals were recrystallized with dioxane
  6. customto give crystals, which
  7. filtrationwere then filtrated
  8. customdried
  9. customto give

Sources & evidence

ORD record
ord-f9b3d5abc5944628b853fa1d429791b3
Source dataset
uspto-grants-2003_04
Patent number
US06551682B1

Reaction notes

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