Sodium Hydroxide → HCID 67859002, compound

HRID 1646171Notes

Reaction equation

HRID 1646171 reaction equation
[OH-].[Na+].[ClH:3].[CH3:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH3:17])[C:12](=[C:18]([S:21][CH2:22][CH:23]([O:31]C(=O)C)[CH2:24][N:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1)[C:19]#[N:20])[NH:11][CH2:10][CH2:9]2>C(O)C>[ClH:3].[ClH:3].[CH3:4][O:5][C:6]1[CH:7]=[C:8]2[C:13](=[CH:14][C:15]=1[O:16][CH3:17])[C:12](=[C:18]([S:21][CH2:22][CH:23]([OH:31])[CH2:24][N:25]1[CH2:26][CH2:27][O:28][CH2:29][CH2:30]1)[C:19]#[N:20])[NH:11][CH2:10][CH2:9]2

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 67859338HCID 67859338, compound

Product 2

HCID 313Hydrochloric AcidHCID 67859002HCID 67859002, compoundYield 182.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

After adding 4 ml of 10% sodium hydroxide solution and 6 ml of ethanol to 0.48 g of 2-(6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolinylidene)-2-[2-acetoxy-3-(4-morpholinyl)propyl]mercaptoacetonitrile hydrochloride (product of Example 23), the reaction mixture is refluxed for 30 minutes, then ethanol is evaporated under reduced pressure. The oily residue crystallizes out, it is filtered, washed with water and dried. The product obtained is dissolved in 5 ml of abs. ethanol under heating and the solution is acidified by abs. ethanolic hydrogen chloride solution to give 0.4 g of the named hydrochloride which is identical to the product of Example 17, m.p.: 210° C.

Workup

  1. temperaturethe reaction mixture is refluxed for 30 minutes
  2. customethanol is evaporated under reduced pressure
  3. customThe oily residue crystallizes out
  4. filtrationit is filtered
  5. washwashed with water
  6. customdried
  7. customThe product obtained
  8. dissolutionis dissolved in 5 ml of abs

Sources & evidence

ORD record
ord-17488ecd62f24fed8b664a1bbd013274
Source dataset
uspto-grants-1993_01
Patent number
US05179089

Reaction notes

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