Acetic Acid → HCID 178431158, compound

HRID 1583788Notes

Reaction equation

HRID 1583788 reaction equation
Cl.Cl.[CH3:3][C:4]1([CH3:15])[O:8][C:7]2[CH:9]=[C:10]([NH2:14])[C:11]([NH2:13])=[CH:12][C:6]=2[O:5]1.[OH-].[K+].C(O[C:21]([S-])=[S:22])C.[K+].C(O)(=O)C>C(O)(C)C.O>[CH3:3][C:4]1([CH3:15])[O:5][C:6]2=[CH:12][C:11]3[NH:13][C:21]([SH:22])=[N:14][C:10]=3[CH:9]=[C:7]2[O:8]1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 2735045Potassium ethylxanthateHCID 19816506HCID 19816506, compound

Product 1

HCID 178431158HCID 178431158, compoundYield 78.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 3776IsopropanolSolvent

Procedure

To 18.8 g of 2,2-dimethyl-1,3-benzodioxole-5,6-diamine dihydrochloride in 250 ml of isopropanol were added first a solution of 8.6 g of potassium hydroxide in 25 ml of water and then 13.7 g of potassium ethylxanthate, and the mixture was left to boil at reflux overnight. The mixture was diluted with 250 ml of water, neutralized with glacial acetic acid and suction filtered. There were obtained 12.9 g (78.2% of theory) of 2,2-dimethyl-5H-1,3-dioxolo(4,5-f)benzimidazole-6-thiol with a melting point above 300° C.

Workup

  1. temperatureat reflux overnight
  2. filtrationfiltered

Sources & evidence

ORD record
ord-26f537bf5666404a894197387cdcafc8
Source dataset
uspto-grants-1985_11
Patent number
US04554280

Reaction notes

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