Oxalic Acid → HCID 178443386, compound

HRID 1437076Notes

Reaction equation

HRID 1437076 reaction equation
C(O)(=O)C.[CH3:5][C:6]1([CH3:31])[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[NH:9][C:8]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[N:7]1.[C:32]([OH:37])(=[O:36])[C:33]([OH:35])=[O:34]>C(#N)C>[C:32]([OH:37])(=[O:36])[C:33]([OH:35])=[O:34].[CH3:5][C:6]1([CH3:31])[N:11]=[C:10]([NH:12][CH2:13][C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[NH:9][C:8]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[N:7]1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 178476232HCID 178476232, compound

Product 1

HCID 178443386HCID 178443386, compoundYield 90.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3.6 g (9.6 mmol) of the compound (1) of Working Example 41 was dissolved in 30 ml of 70% aqueous acetonitrile, and to the solution was added 2.0 g (15.9 mmol) of oxalic acid dehydrate. The mixture was dissolved under heating, and then cooled. The resulting crystals were recrystallized from 70% aqueous acetonitrile to obtain 4.0 g of colorless crystals having a melting point of 95 to 98° C.

Workup

  1. dissolutionThe mixture was dissolved
  2. temperatureunder heating
  3. temperaturecooled
  4. customThe resulting crystals were recrystallized from 70% aqueous acetonitrile

Sources & evidence

ORD record
ord-1c4133ccc1ff40f9bdb52912fde90e77
Source dataset
uspto-grants-2009_11
Patent number
US07622469B2

Reaction notes

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