Hydrochloric Acid → HCID 54209590, compound

HRID 2288291Notes

Reaction equation

HRID 2288291 reaction equation
O1CCCCC1[O:7][CH2:8][C:9]1([CH2:31][O:32]C2CCCCO2)[N:13]([CH2:14][C:15]#[N:16])[C:12](=[O:17])[N:11]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[C:20]([C:26]([F:29])([F:28])[F:27])[CH:19]=2)[C:10]1=[O:30].Cl.O>CO.C(Cl)Cl>[OH:32][CH2:31][C:9]1([CH2:8][OH:7])[N:13]([CH2:14][C:15]#[N:16])[C:12](=[O:17])[N:11]([C:18]2[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[C:20]([C:26]([F:29])([F:27])[F:28])[CH:19]=2)[C:10]1=[O:30]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 54326096HCID 54326096, compound

Product 1

HCID 54209590HCID 54209590, compoundYield 70.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

4.68 g of the product obtained in Stage 1 above in solution in 50 ml of methanol and 8.8 ml of hydrochloric acid are introduced and the whole is taken to reflux for 30 minutes. 60 ml of ice-cooled water is added, extraction is carried out with ether, the ethereal phase is washed with a saturated solution of sodium chloride and dried. After purification on silica, eluting with methylene chloride-acetone: 85-15 then 8-2, the crystals obtained are taken up in 10 ml of methylene chloride, separated out and dried. In this way 2.26 g of expected product (white crystals) is obtained. M.p.=157-158° C.

Workup

  1. temperatureto reflux for 30 minutes
  2. additionis added
  3. extractionextraction
  4. washthe ethereal phase is washed with a saturated solution of sodium chloride
  5. customdried
  6. customAfter purification on silica
  7. washeluting with methylene chloride-acetone
  8. custom85-15 then 8-2, the crystals obtained
  9. customseparated out
  10. customdried

Sources & evidence

ORD record
ord-f7b1e3b3bd614345b9699a9b4c5e48bc
Source dataset
uspto-grants-2000_07
Patent number
US06087509

Reaction notes

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