Hydrochloric Acid → HCID 10357957, compound

HRID 2416153Notes

Reaction equation

HRID 2416153 reaction equation
C([O:5][C:6](=[O:24])[CH2:7][C@@H:8]([NH:13][S:14]([C:17]1[CH:23]=[CH:22][C:20]([CH3:21])=[CH:19][CH:18]=1)(=[O:16])=[O:15])[CH2:9][N:10]=[N+]=[N-])C(C)C.[ClH:25]>>[ClH:25].[S:14]([NH:13][C@@H:8]([CH2:9][NH2:10])[CH2:7][C:6]([OH:24])=[O:5])([C:17]1[CH:18]=[CH:19][C:20]([CH3:21])=[CH:22][CH:23]=1)(=[O:15])=[O:16]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 10405872HCID 10405872, compound

Product 1

HCID 10357957HCID 10357957, compoundYield 32%

Conditions

Temperature
40 °C

Procedure

A solution of 1.1 g of 9 (3.0 mmol) in 143 ml of HCl 2N was hydrogenated in H2 atmosphere overnight at 60 psi. After this time the residue was filtered and the acqueous phase was left under magnetic stirring for additional 48 hours at 40° C. Then the water was evaporated under vacuum and the residue was taken up twice with CH3CN (evaporating under vacuum every time) until a solid residue, insoluble in CH3CN, was obtained. The pale yellow wax was filtered and dried to give 0.300 g of final product with a yield of 32% which was used without further purification;

Workup

  1. customatmosphere overnight
  2. filtrationAfter this time the residue was filtered
  3. waitthe acqueous phase was left
  4. customThen the water was evaporated under vacuum
  5. customevaporating under vacuum every time) until a solid residue
  6. custominsoluble in CH3CN, was obtained
  7. filtrationThe pale yellow wax was filtered
  8. customdried

Sources & evidence

ORD record
ord-f87844afc34e4c50909d2c0947d4c823
Source dataset
uspto-grants-2004_11
Patent number
US06822115B2

Reaction notes

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