Dimethylformamide → HCID 72530370, compound

HRID 2242227Notes

Reaction equation

HRID 2242227 reaction equation
[OH:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.CN(C=O)C.O[N:18]=[C:19]([NH2:30])[C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH:27]([CH3:29])[CH3:28])=[CH:22][CH:21]=1>O>[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([O:9][N:18]=[C:19]([C:20]2[CH:25]=[CH:24][C:23]([CH2:26][CH:27]([CH3:29])[CH3:28])=[CH:22][CH:21]=2)[NH2:30])=[O:8])=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 763604-(Hydroxymethyl)benzoic acidHCID 76817379N'-Hydroxy-4-isobutylbenzamidine

Product 1

HCID 72530370HCID 72530370, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1,1′-Carbonydiimidazole (2.37 g, 14.6 mmol) was added to a solution of 4-hydroxymethylbenzoic acid (2.00 g, 13.1 mmol) and DMF (50 mL) and stirred at room temperature for 1 hour. N′-Hydroxy-4-isobutylbenzamidine (2.54 g, 13.2 mmol) was added and stirred for 16 hours. The reaction mixture was diluted with water, causing a white solid to precipitate, filtered, washed with water, and dried to give the title compound (3.08 g, 72% yield) as a crude white solid.

Workup

  1. stirringstirred for 16 hours
  2. customto precipitate
  3. filtrationfiltered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-b38e8891d8c7422282f46c6e62d71fc6
Source dataset
uspto-grants-2010_03
Patent number
US07671043B2

Reaction notes

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