Acetic Acid → HCID 178527751, compound

HRID 1903168Notes

Reaction equation

HRID 1903168 reaction equation
[O:1]1[C:6]2[CH:7]=[C:8]([NH2:12])[C:9]([NH2:11])=[CH:10][C:5]=2[CH2:4][O:3][CH2:2]1.C(O[C:16]([S-])=[S:17])C.[K+].C(O)(=O)C>O>[NH:11]1[C:9]2[CH:10]=[C:5]3[CH2:4][O:3][CH2:2][O:1][C:6]3=[CH:7][C:8]=2[N:12]=[C:16]1[SH:17]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 2735045Potassium ethylxanthateHCID 13343761HCID 13343761, compound

Product 1

HCID 178527751HCID 178527751, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

21.2 g of 1,3-benzodioxane-6,7-diamine was dissolved while heating in 300 ml of alcohol, then diluted with 75 ml of water, treated with 23.6 g of potassium ethylxanthate and boiled under reflux overnight. Subsequently, there were added thereto 300 ml of water and at 60°-70° C. 20 ml of glacial acetic acid. After stirring at this temperature for 1 hour, the suspension was cooled, suction filtered and washed with water. 21.6 g (81.2% of theory) of 1,8-dihydro-m-dioxino(5,4-f)benzimidazole-2-thiol of melting point 288°-289° C. were obtained.

Workup

  1. temperatureunder reflux overnight
  2. additionSubsequently, there were added
  3. customat 60°-70° C
  4. temperaturethe suspension was cooled
  5. filtrationsuction filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-3532217034454a43b7b011d44ac8ad0a
Source dataset
uspto-grants-1984_03
Patent number
US04435406

Reaction notes

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