Methanol → HCID 23371625, compound

HRID 1757397Notes

Reaction equation

HRID 1757397 reaction equation
[OH:1][CH:2]([C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)[CH2:3][N:4]1[CH2:9][CH2:8][C:7]([C:10]2[S:11][CH2:12][C:13](=[O:16])[NH:14][N:15]=2)=[CH:6][CH2:5]1.S(=O)(=O)(O)O.[OH-].[Na+].[CH3:32]O>>[CH3:32][O:1][CH:2]([C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=1)[CH2:3][N:4]1[CH2:9][CH2:8][C:7]([C:10]2[S:11][CH2:12][C:13](=[O:16])[NH:14][N:15]=2)=[CH:6][CH2:5]1

Participants

5

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 15290063HCID 15290063, compound

Product 1

HCID 23371625HCID 23371625, compound

Procedure

2-[1-[2-Hydroxy-2-(4-methoxyphenyl)ethyl]-1,2,5,6-tetrahydropyrid-4-yl]-4H,6H-1,3,4-thiadiazin-5-one (150 mg, 0.43 mmol) was dissolved in methanol (5 ml), added with concentrated sulfuric acid (0.8 ml, 15 mmol) and refluxed with heating for four hours. The solution was poured into ice water and neutralized with 2N aqueous sodium hydroxide. The precipitated colorless crystals are filtered out and recrystallized from 60% aqueous ethanol solution to obtain the compound (110 mg) as light yellow fine needles.

Workup

  1. temperaturerefluxed
  2. temperaturewith heating for four hours
  3. filtrationThe precipitated colorless crystals are filtered out
  4. customrecrystallized from 60% aqueous ethanol solution

Sources & evidence

ORD record
ord-2bbe6f9e3d96488f91d1dc972a0be5b9
Source dataset
uspto-grants-1995_08
Patent number
US05446042

Reaction notes

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