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

HRID 1413472Notes

Reaction equation

HRID 1413472 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 23688360Sodium 1-hydroxy-2-phenylethane-1-sulfonate

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 trichloromaethane. 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 trichloromaethane
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-7b0e18af58ea493aa5bf3c9736b493b8
Source dataset
uspto-grants-1981_02
Patent number
US04250176

Reaction notes

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