2-Ethylaminobenzyl bromide hydrobromide → 2-(2-Ethylaminobenzylmercapto)-1H-thieno[3,4-d]imidazole

HRID 2350863Notes

Reaction equation

HRID 2350863 reaction equation
Br.[CH2:2]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7]Br)[CH3:3].[SH:13][C:14]1[NH:15][C:16]2[C:17](=[CH:19][S:20][CH:21]=2)[N:18]=1>CC(C)=O>[CH2:2]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][S:13][C:14]1[NH:18][C:17]2=[CH:19][S:20][CH:21]=[C:16]2[N:15]=1)[CH3:3]

Participants

4

Reactant 2

HCID 198473892-Ethylaminobenzyl bromide hydrobromideHCID 178527818HCID 178527818, compound

Product 1

HCID 141811492-(2-Ethylaminobenzylmercapto)-1H-thieno[3,4-d]imidazole

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.12 g of 2-ethylaminobenzyl bromide hydrobromide are added to a solution of 0.60 g of 2-mercaptothieno-[3,4-d]imidazole in 100 ml of acetone. After the mixture has been stirred at room temperature for 24 hours, the solvent is removed by distillation in vacuo, and the crystalline residue is washed with acetone. Then 1N NH4OH solution is added to the product, the mixture is stirred for 2 hours, and the solid is filtered off with suction and washed wit water. The residue which has been dried in air is dissolved in methylene chloride, active charcoal is added, and the mixture is filtered. Concentration in vacuo results in the clorless crystalline product.

Workup

  1. customthe solvent is removed by distillation in vacuo
  2. washthe crystalline residue is washed with acetone
  3. additionThen 1N NH4OH solution is added to the product
  4. stirringthe mixture is stirred for 2 hours
  5. filtrationthe solid is filtered off with suction
  6. washwashed wit water
  7. customThe residue which has been dried in air
  8. dissolutionis dissolved in methylene chloride
  9. additionactive charcoal is added
  10. filtrationthe mixture is filtered
  11. concentrationConcentration in vacuo
  12. customresults in the clorless crystalline product

Sources & evidence

ORD record
ord-c3da992faa2e434ca5fd5483bc36f024
Source dataset
uspto-grants-1989_10
Patent number
US04871734

Reaction notes

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