2-Methylpropylenediamine → HCID 20248381, compound

HRID 463522Notes

Reaction equation

HRID 463522 reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](Cl)=[O:7].[NH2:9][CH2:10][C:11]([NH2:14])([CH3:13])[CH3:12]>CCOCC>[NH2:14][C:11]([CH3:13])([CH3:12])[CH2:10][NH:9][C:6]([C:2]1[O:1][CH:5]=[CH:4][CH:3]=1)=[O:7]

Participants

4

Reactant 2

HCID 131282-MethylpropylenediamineHCID 682422-Furancarbonyl chloride

Product 1

HCID 20248381HCID 20248381, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of 2-furoyl chloride (12.0 g.) in dry ether (1.50 ml.) was stirred during the dropwise addition over 30 minutes of a solution of 1,2-diamino-2-methylpropane (9.63 ml.) in dry ether (58 ml.). The reaction mixture was stirred for a further 30 minutes. The solid precipitate was collected by filtration and washed with ether. The residual solid was suspended in hot water (250 ml.) and basified to pH 10 with powdered sodium carbonate. The cooled mixture was extracted with chloroform (3×100 ml.). The combined extracts were dried (MgSO4) and evaporated to give N-(2-amino-2-methylpropyl)furan-2-carboxamide (10.68 g.) as an oil, which was used without purification.

Workup

  1. filtrationThe solid precipitate was collected by filtration
  2. washwashed with ether
  3. extractionThe cooled mixture was extracted with chloroform (3×100 ml.)
  4. dry with materialThe combined extracts were dried (MgSO4)
  5. customevaporated

Sources & evidence

ORD record
ord-ab65630b85ca4ac5a6f7f1f9b1c419de
Source dataset
uspto-grants-1985_05
Patent number
US04520027

Reaction notes

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