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

HRID 2050259Notes

Reaction equation

HRID 2050259 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 trichlormethane. 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 trichlormethane
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-6bee92e7c0ec4f518aa9d95911f56b17
Source dataset
uspto-grants-1980_04
Patent number
US04200641

Reaction notes

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