Dimethylacetamide → HCID 21715949, compound

HRID 1385807Notes

Reaction equation

HRID 1385807 reaction equation
N[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].[C:16]([CH2:19][NH:20][C:21]1[C:22]([I:37])=[C:23]([C:34](Cl)=[O:35])[C:24]([I:33])=[C:25]([NH:28][CH2:29][C:30](=[O:32])[CH3:31])[C:26]=1[I:27])(=[O:18])[CH3:17].CC([N:41](C)C)=O>>[C:16]([CH2:19][NH:20][C:21]1[C:22]([I:37])=[C:23]([C:34]([NH:41][CH:10]([CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH3:2])[CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[O:35])[C:24]([I:33])=[C:25]([NH:28][CH2:29][C:30](=[O:32])[CH3:31])[C:26]=1[I:27])(=[O:18])[CH3:17]

Participants

4

Reactant 3

HCID 31374DimethylacetamideHCID 6966112-Aminododecanoic AcidHCID 21715954HCID 21715954, compound

Product 1

HCID 21715949HCID 21715949, compound

Conditions

Temperature
82.5 °C

Procedure

To a solution of 12-aminododecanoic acid (1.1 g, 4.9 mmol) in DMA (25 mL) was added MDTA-Cl (X) (2.5 g, 3.8 mmol) and the mixture stirred at 80-85° C. for 39 h. DMA was removed and the product was purified by a CHP-20 column to furnish the pure title compound XIIId (1.6 g, 50%).

Workup

  1. customDMA was removed
  2. customthe product was purified by a CHP-20 column

Sources & evidence

ORD record
ord-b27d65464c3a42e3896f57df988f53af
Source dataset
uspto-grants-2001_07
Patent number
US06264916B1

Reaction notes

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