HCID 21224834, compound → HCID 21224846, compound

HRID 2394389Notes

Reaction equation

HRID 2394389 reaction equation
[C:1]([CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][C:14]2[N:15]=[C:16]([CH2:35][CH2:36][CH3:37])[N:17]([CH2:24][C:25]3[C:33]([Cl:34])=[CH:32][C:28]4[O:29][CH2:30][O:31][C:27]=4[CH:26]=3)[C:18]=2[C:19]([O:21]CC)=[O:20])=[CH:8][CH:7]=1)([OH:3])=[O:2]>C(O)C>[C:1]([CH2:4][CH2:5][C:6]1[CH:7]=[CH:8][C:9]([S:12][CH2:13][C:14]2[N:15]=[C:16]([CH2:35][CH2:36][CH3:37])[N:17]([CH2:24][C:25]3[C:33]([Cl:34])=[CH:32][C:28]4[O:29][CH2:30][O:31][C:27]=4[CH:26]=3)[C:18]=2[C:19]([OH:21])=[O:20])=[CH:10][CH:11]=1)([OH:3])=[O:2]

Participants

3

Reactant 1

HCID 21224834HCID 21224834, compound

Product 1

HCID 21224846HCID 21224846, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

540 mg of the ester obtained in Example 63 is dissolved in 20 ml of ethanol and 10 ml of 2N soda and the solution is agitated for 5 hours at ambient temperature. The solvent is evaporated off under reduced pressure, the aqueous phase is filtered off, it is acidified using acetic acid, the precipitate is separated off, washed with water, dried at 50° C. under reduced pressure. The residue is taken up in isopropyl ether, dried and 420 mg of expected product is obtained. M.p.=171° C.

Workup

  1. customThe solvent is evaporated off under reduced pressure
  2. filtrationthe aqueous phase is filtered off
  3. customthe precipitate is separated off
  4. washwashed with water
  5. customdried at 50° C. under reduced pressure
  6. customdried

Sources & evidence

ORD record
ord-a8897867388c4f4fb2292245e8166d4e
Source dataset
uspto-grants-1998_09
Patent number
US05811444

Reaction notes

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