4-Formylbenzoic acid → HCID 19374994, compound

HRID 128705Notes

Reaction equation

HRID 128705 reaction equation
S(O)(O)(=O)=O.[OH:6][NH:7][C:8]([CH3:15])([C:10]([NH:13][OH:14])([CH3:12])[CH3:11])[CH3:9].[CH:16]([C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1)=O>O>[OH:6][N:7]1[C:8]([CH3:15])([CH3:9])[C:10]([CH3:12])([CH3:11])[N:13]([OH:14])[CH:16]1[C:18]1[CH:26]=[CH:25][C:21]([C:22]([OH:24])=[O:23])=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 120884-Formylbenzoic acidHCID 845092,3-Butanediamine, N,N'-dihydroxy-2,3-dimethyl-, sulfate (1:1) (salt)

Product 1

HCID 19374994HCID 19374994, compoundYield 60.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

24.6 g of 2,3-bis-(hydroxyamino)-2,3-dimethylbutane sulfate was dissolved in 100 ml of water. After neutralized with 1M KHCO3 with cooling on ice, the solution was added with 15.0 g of p-formylbenzoic acid and was agitated overnight at room temperature. The precipitate was dried and 16.9 g of 1,3-dihydroxy-4,4,5,5-tetramethyl 2-(4-carboxyphenyl)imidazole (I) was obtained.

Workup

  1. temperaturewith cooling on ice
  2. customThe precipitate was dried

Sources & evidence

ORD record
ord-6fc58575c27c4b78b4a16c0d592cfdc1
Source dataset
uspto-grants-1995_11
Patent number
US05464857

Reaction notes

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