3-((2-Amino-4-chlorophenyl)amino)propan-1-ol → HCID 20506270, compound

HRID 354938Notes

Reaction equation

HRID 354938 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[NH:9][CH2:10][CH2:11][CH2:12][OH:13].O[CH:15](S([O-])(=O)=O)[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Na+]>C(O)C>[Cl:8][C:6]1[CH:5]=[CH:4][C:3]2[N:9]([CH2:10][CH2:11][CH2:12][OH:13])[C:15]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:1][C:2]=2[CH:7]=1

Participants

4

Reactant 2

HCID 30173573-((2-Amino-4-chlorophenyl)amino)propan-1-olHCID 236883606950-57-8

Product 1

HCID 20506270HCID 20506270, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 30 parts of 3-[(2-amino-4-chlorophenyl)amino]-1-propanol, 44.8 parts of sodium α-hydroxybenzeneethanesulfonate and 120 parts of ethanol is stirred and refluxed for 30 minutes. The reaction mixture is evaporated and the residue is taken up in water. The oily product is extracted with trichloromethane. The extract is dried, filtered and evaporated, yielding 5-chloro-2-(phenylmethyl)-1H-benzimidazole-1-propanol as a residue.

Workup

  1. temperaturerefluxed for 30 minutes
  2. customThe reaction mixture is evaporated
  3. extractionThe oily product is extracted with trichloromethane
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-e8bd2039d4334847ba244cdb8a500c89
Source dataset
uspto-grants-1983_03
Patent number
US04377578

Reaction notes

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