Aluminum(III) Chloride → HCID 178454735, compound

HRID 1607991

Reaction equation

HRID 1607991 reaction equation
[OH:1][C:2]1[NH:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[CH3:11][CH:12]([CH2:16][C:17]([O:19]C)=[O:18])[C:13](Cl)=[O:14].[Cl-].[Al+3].[Cl-].[Cl-]>C(=S)=S>[C:17]([CH2:16][CH:12]([CH3:11])[C:13]([C:8]1[CH:9]=[CH:10][C:4]2[N:3]=[C:2]([OH:1])[NH:6][C:5]=2[CH:7]=1)=[O:14])([OH:19])=[O:18]

Participants

5

Reactant 3

HCID 6451240Aluminum(III) ChlorideHCID 14403282Methyl 4-chloro-3-methyl-4-oxobutanoateHCID 178517141HCID 178517141, compound

Product 1

HCID 178454735HCID 178454735, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

Carbon disulfide (90 ml), 2-hydroxybenzimidazole (4.1 g) and 2-methyl-3-carbomethoxy propionyl chloride (5 g) are added to aluminum chloride (20.3 g) under nitrogen. The resulting mixture is refluxed for about 45 hours, quenched with ice cold 6N HCl and the acidic mixture filtered. The filtered solid is washed with water and dried in vacuo, affording the desired product as a solid, M.P. 223° C. (dec).

Workup

  1. temperatureThe resulting mixture is refluxed for about 45 hours
  2. customquenched with ice cold 6N HCl
  3. filtrationthe acidic mixture filtered
  4. washThe filtered solid is washed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-849530c707db4dce81f27bf7b508f13e
Source dataset
uspto-grants-1989_09
Patent number
US04868300

Linked notes

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