Carbon Disulfide → HCID 178524147, compound

HRID 1248960Notes

Reaction equation

HRID 1248960 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].[C:12](=S)=[S:13].C(N(CC)CC)C>O1CCOCC1>[SH:13][C:12]1[NH:1][C:2]2[CH:3]=[C:4]([C:5]([OH:7])=[O:6])[CH:8]=[CH:9][C:10]=2[N:11]=1

Participants

5

Reactant 3

HCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 692633,4-Diaminobenzoic acid

Product 1

HCID 178524147HCID 178524147, compoundYield 36.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

30.4 g of 3,4-diaminobenzoic acid, 50 g of carbon disulfide and 50 g of triethylamine were dissolved in 200 ml of dioxane and the solution was refluxed by heating for 5 hours. The reaction mixture was cooled to room temperature, the crystals thus deposited were collected by filtration and recrystallized from water to obtain 14 g of 2-mercapto-5-carboxybenzimidazole. Melting Point: above 250° C.

Workup

  1. temperaturethe solution was refluxed
  2. temperatureby heating for 5 hours
  3. filtrationthe crystals thus deposited were collected by filtration
  4. customrecrystallized from water

Sources & evidence

ORD record
ord-7d5bf081ce334ceb8deaaefec3a6d7b0
Source dataset
uspto-grants-1986_12
Patent number
US04628024

Reaction notes

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