Acetic Acid → HCID 178431158, compound

HRID 1903159Notes

Reaction equation

HRID 1903159 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-1da1c5ecd7fa40bd912cb963b759ebbb
Source dataset
uspto-grants-1984_03
Patent number
US04435406

Reaction notes

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