Sodium Hydroxide → HCID 178492289, compound

HRID 638235Notes

Reaction equation

HRID 638235 reaction equation
[OH-].[Na+].[F:3][C:4]1([F:19])[O:17][C:8]2=[CH:9][C:10]3[N:14]=[C:13]([SH:15])[NH:12][C:11]=3[CH:16]=[C:7]2[O:6][CH:5]1[F:18].Cl.Cl[CH2:22][C:23]1[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=1>C(O)C>[F:19][C:4]1([F:3])[O:17][C:8]2=[CH:9][C:10]3[N:14]=[C:13]([S:15][CH2:22][C:23]4[C:28]([CH3:29])=[C:27]([O:30][CH3:31])[C:26]([CH3:32])=[CH:25][N:24]=4)[NH:12][C:11]=3[CH:16]=[C:7]2[O:6][CH:5]1[F:18]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 116942582-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine hydrochlorideHCID 178506022HCID 178506022, compound

Product 1

HCID 178492289HCID 178492289, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

6.1 ml of 2M sodium hydroxide solution are added dropwise to a mixture of 1.6 g of 6,6,7-trifluoro-6,7-dihydro-1H-[1,4]-dioxino[2,3-f]benzimidazole-2-thiol and 1.4 g of 2-chloromethyl-4-methoxy-3,5-dimethylpyridine hydrochloride in 40 ml of ethanol at room temperature and the mixture is stirred at 40° C. for 5 h. The solvent is distilled off in vacuo, water is added, the mixture is extracted with methylene chloride, the organic solution is concentrated and the residue is recrystallized from ethanol and water. 1.9 g (77%) of the title compound of m.p. 138°-140° C. are obtained.

Workup

  1. distillationThe solvent is distilled off in vacuo, water
  2. additionis added
  3. extractionthe mixture is extracted with methylene chloride
  4. concentrationthe organic solution is concentrated
  5. customthe residue is recrystallized from ethanol and water

Sources & evidence

ORD record
ord-70c9a3d34e99416db7d353ede2cbba47
Source dataset
uspto-grants-1985_12
Patent number
US04560693

Reaction notes

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