Toluene → HCID 18987816, compound

HRID 2396602Notes

Reaction equation

HRID 2396602 reaction equation
[B:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][N:11]2[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]([S:21][CH3:22])[N:13]=[C:12]2[CH2:23][CH2:24][CH2:25][CH3:26])=[CH:6][CH:5]=1)([OH:3])[OH:2].[C:27]1(C)C=CC=C[CH:28]=1.C(O)CCO>O>[CH2:23]([C:12]1[N:11]([CH2:10][C:7]2[CH:8]=[CH:9][C:4]([B:1]3[O:2][CH2:28][CH2:27][O:3]3)=[CH:5][CH:6]=2)[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]([S:21][CH3:22])[N:13]=1)[CH2:24][CH2:25][CH3:26]

Participants

5

Reactant 3

HCID 1140TolueneHCID 104421,3-PropanediolHCID 18400107HCID 18400107, compound

Product 1

HCID 18987816HCID 18987816, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.292 g of ethyl 1-[(4-boronophenyl)-methyl]-2-butyl-4-(methylthio)-1H-imidazole-5-carboxylate of Preparation 3, 25 ml of toluene and 0.710 ml of 1,3 propanediol was stirred at reflux for 4 hours while eliminating the water formed. After evaporating to dryness under reduced pressure, the residue was crystallized hot and cold from heptane, filtered and washed to obtain 1.12 g of the desired product.

Workup

  1. temperatureat reflux for 4 hours
  2. customformed
  3. customAfter evaporating to dryness under reduced pressure
  4. customthe residue was crystallized hot and cold from heptane
  5. filtrationfiltered
  6. washwashed

Sources & evidence

ORD record
ord-89a681de52df49d784b1516dc0e198c1
Source dataset
uspto-grants-1996_02
Patent number
US05493046

Reaction notes

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