HCID 22003639, compound → HCID 22003610, compound

HRID 324432Notes

Reaction equation

HRID 324432 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]2[O:14][C:13]([CH3:15])=[N:12][C:11]=2[C:16]([OH:18])=O)=[CH:4][CH:3]=1>S1(CCCC1)(=O)=O>[CH3:15][C:13]1[O:14][C:10]2[CH2:9][CH2:8][C:5]3[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][C:4]=3[C:16](=[O:18])[C:11]=2[N:12]=1

Participants

3

Reactant 1

HCID 22003639HCID 22003639, compound

Product 1

HCID 22003610HCID 22003610, compound

Reagents, catalysts & solvents 1

HCID 31347SulfolaneSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of the product from step (v) (21.5 g), polyphosphoric acid (120 g) and sulpholane (60 ml) was stirred at 130° C. for 2 days. The cooled mixture was poured onto ice/water and extracted with ethyl acetate. The extracts were washed with water, dried (MgSO4) and evaporated. Purification was by flash column chromatography eluting with 2% ethyl acetate in dichloromethane followed by recrystallisation from ethyl acetate.

Workup

  1. additionThe cooled mixture was poured onto ice/water
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with water
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customPurification
  7. washeluting with 2% ethyl acetate in dichloromethane
  8. customfollowed by recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-78d92b68944e4bec9ada2bd4e3a2a377
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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