2-Amino-2-methyl-1-propanol → HCID 19068449, compound

HRID 1957763Notes

Reaction equation

HRID 1957763 reaction equation
[NH2:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4].[CH3:7][O:8][C:9]1[C:14]([O:15][CH3:16])=[C:13]([C:17](Cl)=[O:18])[CH:12]=[CH:11][C:10]=1[C:20](Cl)=[O:21]>C(Cl)Cl>[OH:4][CH2:3][C:2]([NH:1][C:17]([C:13]1[CH:12]=[CH:11][C:10]([C:20]([NH:1][C:2]([CH3:6])([CH3:5])[CH2:3][OH:4])=[O:21])=[C:9]([O:8][CH3:7])[C:14]=1[O:15][CH3:16])=[O:18])([CH3:6])[CH3:5]

Participants

4

Reactant 2

HCID 118072-Amino-2-methyl-1-propanolHCID 13448980HCID 13448980, compound

Product 1

HCID 19068449HCID 19068449, compoundYield 100.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In 8 mL of anhydrous methylene chloride, was dissolved 6.06 g (68.0 mmol) of 2-amino-2-methyl-1-propanol. Thereto, a solution of 4.47 g (17.0 mmol) of 2,3-dimethoxy-1,4-benzenedicarboxylic chloride in 8 mL of anhydrous methylene chloride was added by keeping the inner temperature at 5°-10° C., and the mixture was stirred at room temperature for 2 hours. The reaction mixture was filtered, and washed with water. The filtrate and the wash water were combined and concentrated under a reduced pressure. Methylene chloride was added to the obtained residue, and the mixture was dried over anhydrous sodium sulfate. The solvent was removed. The product was recrystallized from benzene to obtain 6.27 g (100%) of N,N'-bis(2-hydroxy-1,1-dimethylethyl)-2,3-dimethoxy-1,4-phenylenedicarboxamide in a colorless prism crystal state.

Workup

  1. customat 5°-10° C.
  2. filtrationThe reaction mixture was filtered
  3. washwashed with water
  4. concentrationconcentrated under a reduced pressure
  5. additionMethylene chloride was added to the obtained residue
  6. dry with materialthe mixture was dried over anhydrous sodium sulfate
  7. customThe solvent was removed
  8. customThe product was recrystallized from benzene

Sources & evidence

ORD record
ord-8127d2986e314254a19e996d49b822a0
Source dataset
uspto-grants-1998_07
Patent number
US05786486

Reaction notes

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