2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 14306480, compound

HRID 1904941Notes

Reaction equation

HRID 1904941 reaction equation
[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[O:3]1.[NH2:11][C:12]1[C:17]([O:18][C:19](=[S:23])[N:20]([CH3:22])[CH3:21])=[CH:16][CH:15]=[CH:14][N:13]=1.[CH:24]([O-])([O-])OCC>>[CH3:1][C:2]1([CH3:10])[O:7][C:6](=[O:8])[C:5](=[CH:24][NH:11][C:12]2[C:17]([O:18][C:19](=[S:23])[N:20]([CH3:21])[CH3:22])=[CH:16][CH:15]=[CH:14][N:13]=2)[C:4](=[O:9])[O:3]1

Participants

4

Reactant 3

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 14306477HCID 14306477, compoundHCID 53630039Ethylorthoformate

Product 1

HCID 14306480HCID 14306480, compound

Procedure

A mixture of 6.0 g of 2,2-dimethyl-1,3-dioxane-4,6dione and 30 ml of ethyl orthoformate is refluxed on an oil bath for 2 hours, mixed with 8.0 g of 2-amino-3-dimethylthiocarbamoyloxypyridine and again refluxed for 2 hours under stirring. After cooling, the precipitated crystal is filtered and washed with ether to give 6.4 g of 2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)amino-3-dimethylthiocarbamoyloxypyridine. The product is recrystallized from ethyl acetate.

Workup

  1. temperatureis refluxed on an oil bath for 2 hours
  2. temperatureagain refluxed for 2 hours
  3. temperatureAfter cooling
  4. filtrationthe precipitated crystal is filtered
  5. washwashed with ether

Sources & evidence

ORD record
ord-d78ad8133b204bd885f292da928999d8
Source dataset
uspto-grants-1989_06
Patent number
US04840953

Reaction notes

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