1,1'-Carbonyldiimidazole → HCID 67945769, compound

HRID 727945Notes

Reaction equation

HRID 727945 reaction equation
[O:1]=[C:2]1[CH:7]=[C:6]([C:8](O)=[O:9])[S:5][C:4]2[O:11][CH:12]=[CH:13][C:3]1=2.[C:14](N1C=CN=C1)([N:16]1C=CN=[CH:17]1)=O>O1CCCC1>[CH3:14][N:16]([CH3:17])[C:8]([C:6]1[S:5][C:4]2[O:11][CH:12]=[CH:13][C:3]=2[C:2](=[O:1])[CH:7]=1)=[O:9]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 67945738HCID 67945738, compound

Product 1

HCID 67945769HCID 67945769, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 4-oxo-4H-furano[2,3-b]thiopyran-6-carboxylic acid (9.9 g, 0.05 mol) in tetrahydrofuran (50 ml) was added carbonyldimidazole (8.9 g, 0.055 mol). The mixture was stirred at ambient temperature for 3/4 hr. Anhydrous dimethylamine was bubbled into the reaction mixture at 0° C. The reaction was stirred at 0° C. for 3/4 hr. and the solvents were evaporated in vacuo. The residue was treated with H2O (150 ml) and the solid that separated was collected and dried in vacuo.

Workup

  1. customAnhydrous dimethylamine was bubbled into the reaction mixture at 0° C
  2. stirringThe reaction was stirred at 0° C. for 3/4 hr
  3. customand the solvents were evaporated in vacuo
  4. additionThe residue was treated with H2O (150 ml)
  5. customthe solid that separated
  6. customwas collected
  7. customdried in vacuo

Sources & evidence

ORD record
ord-f0f9ac23778a458a915833c5d605d096
Source dataset
uspto-grants-1991_09
Patent number
US05045561

Reaction notes

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