Iodine → HCID 19600418, compound

HRID 609763Notes

Reaction equation

HRID 609763 reaction equation
[CH2:1]([NH:8][C:9]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:10]=1[NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]([O:21][CH2:22][CH3:23])(=[O:20])[CH:18]=O.II.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)C>[CH2:1]([N:8]1[C:9]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:10]=2[N:11]=[C:18]1[C:17]([O:21][CH2:22][CH3:23])=[O:20])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 807IodineHCID 24477Sodium ThiosulfateHCID 70211Ethyl oxoacetateHCID 12930173HCID 12930173, compound

Product 1

HCID 19600418HCID 19600418, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 500 ml of ethanol solution containing 26 g of 2-benzylamino-4-chloroaniline was added 45.7 g of polymer form (45-50% toluene solution) of ethyl glyoxylate, further 28.4 g of iodine was added and the reaction mixture was stirred at room temperature for 20 minutes. Then 27.8 g of sodium thiosulfate aqueous solution was added thereto, the crystals being separated were collected by filtration, and washed with water and ethanol, then dried. There was obtained 26.1 g of ethyl 1-benzyl-6-chlorobenzimidazol-2-carboxylate as in the form of pale brown powdery product.

Workup

  1. additionwas added
  2. customthe crystals being separated
  3. filtrationwere collected by filtration
  4. washwashed with water and ethanol
  5. customdried

Sources & evidence

ORD record
ord-37ce3f30a704437a8532f6097158a401
Source dataset
uspto-grants-1999_12
Patent number
US05998437

Reaction notes

Loading…