Ammonia → HCID 23653569, compound

HRID 1993730Notes

Reaction equation

HRID 1993730 reaction equation
C([O:4][C@@H:5]1[C@@H:20]([O:21]C(=O)C)[C@H:19]([O:25]C(=O)C)[CH2:18][S:17][C@H:6]1[O:7][C:8]1[C:9]2[N:10]([N:14]=[CH:15][N:16]=2)[CH:11]=[CH:12][CH:13]=1)(=O)C.N>CO>[O:7]([C:8]1[C:9]2[N:10]([N:14]=[CH:15][N:16]=2)[CH:11]=[CH:12][CH:13]=1)[C@@H:6]1[S:17][CH2:18][C@@H:19]([OH:25])[C@H:20]([OH:21])[C@H:5]1[OH:4]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68541875HCID 68541875, compound

Product 1

HCID 23653569HCID 23653569, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture consisting of the product obtained in example 38, in 5 ml of a 7 M solution of ammonia in methanol, is stirred at ambient temperature for 3 hours. The reaction mixture is concentrated under reduced pressure and the crude product obtained is purified by silica gel chromatography, elution being carried out with a dichloromethane/methanol mixture (97/3; v/v). The product obtained is washed with cold water and then filtered and dried. The desired product is obtained in the form of a white solid with a yield of 36%.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customthe crude product obtained
  3. customis purified by silica gel chromatography, elution
  4. customThe product obtained
  5. washis washed with cold water
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-bca36b4ca5ed4ed7a3ddf36e185a69d5
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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