Ethanol → HCID 178488032, compound

HRID 1862801Notes

Reaction equation

HRID 1862801 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH2:11])[CH:5]=1.C(O)C.[C:15](=S)=[S:16].[OH-].[Na+]>O>[SH:16][C:15]1[NH:11][C:6]2[CH:5]=[C:4]([O:3][CH3:2])[CH:9]=[CH:8][C:7]=2[N:10]=1

Participants

6

Reactant 4

HCID 702EthanolHCID 6348Carbon DisulfideHCID 14798Sodium HydroxideHCID 122529004-Methoxybenzene-1,2-diamine hydrochloride

Product 1

HCID 178488032HCID 178488032, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.6 g of 4-methoxy-o-phenylenediamine hydrochloride, 70 ml of ethanol, 15 ml of carbon disulfide and an aqueous solution containing 1.5 g of sodium hydroxide and 5 ml of water was refluxed for 4 hours. Then, the reaction mixture was condensed under reduced pressure. The residue was recrystallized from a mixture of water and methanol (70:30 by volume) to obtain 1.3 g of 2-mercapto-5-methoxybenzimidazole (Compound (III-15)) having a melting point of 254° to 255° C. (yield: 59%).

Workup

  1. temperaturewas refluxed for 4 hours
  2. customcondensed under reduced pressure
  3. customThe residue was recrystallized from a mixture of water and methanol (70:30 by volume)

Sources & evidence

ORD record
ord-b356cf691db945e9aa52fc65a354a935
Source dataset
uspto-grants-1979_09
Patent number
US04166742

Reaction notes

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