Sodium Hydroxide → HCID 20253714, compound

HRID 638231Notes

Reaction equation

HRID 638231 reaction equation
Cl[O-].[Na+].[OH-].[Na+].[F:6][C:7]1([F:30])[O:29][C:10]2=[CH:11][C:12]3[NH:16][C:15]([S:17][CH2:18][C:19]4[CH:24]=[C:23]([O:25][CH3:26])[C:22]([CH3:27])=[CH:21][N:20]=4)=[N:14][C:13]=3[CH:28]=[C:9]2[O:8]1.S([O-])([O-])(=[O:33])=S.[Na+].[Na+].S([O-])([O-])(=O)=O.[NH4+].[NH4+]>C(OCC)(=O)C>[F:30][C:7]1([F:6])[O:29][C:10]2=[CH:11][C:12]3[NH:16][C:15]([S:17]([CH2:18][C:19]4[CH:24]=[C:23]([O:25][CH3:26])[C:22]([CH3:27])=[CH:21][N:20]=4)=[O:33])=[N:14][C:13]=3[CH:28]=[C:9]2[O:8]1

Participants

7

Reactant 5

HCID 14798Sodium HydroxideHCID 24477Sodium ThiosulfateHCID 6097028Ammonium SulfateHCID 20253685HCID 20253685, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 20253714HCID 20253714, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 8 ml commercially available sodium hypochlorite solution (about 15% of active chlorine) and 5 ml of 10% strength sodium hydroxide solution is added dropwise to a suspension of 1.5 g of 2,2-difluoro-6-[(4-methoxy-5-methyl-2-pyridyl)methylthio]-5H-[1,3-]-dioxolo[4,5-f]benzimidazole in 60 ml of ethyl acetate at 0° C. in the course of 20 min., and stirring is continued at 0° C. for 15 min. 0.5 ml of 10% strength sodium thiosulfate solution and 1.3 g of ammonium sulfate are added, the organic phase is separated off and washed with water, the solution is concentrated in vacuo at 30° C. and the residue is crystallized from ethyl acetate. 1.2 g (74%) of the title compound of m.p. 175°-176° C. (decomposition) are obtained.

Workup

  1. customthe organic phase is separated off
  2. washwashed with water
  3. concentrationthe solution is concentrated in vacuo at 30° C.
  4. customthe residue is crystallized from ethyl acetate

Sources & evidence

ORD record
ord-d3aecb2e083c4b8c9f1c07361a304e8e
Source dataset
uspto-grants-1985_12
Patent number
US04560693

Reaction notes

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