Hydrochloric Acid → HCID 20245676, compound

HRID 1589688Notes

Reaction equation

HRID 1589688 reaction equation
C([O:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:14]=1[C:15]([CH3:18])([CH3:17])[CH3:16])[O:11][C:10]([CH2:20][CH2:21][O:22][C:23]1[CH:36]=[CH:35][C:26]([CH2:27][CH:28]3[S:32][C:31](=N)[NH:30][C:29]3=[O:34])=[CH:25][CH:24]=1)([CH3:19])[CH2:9][CH2:8]2)(=O)C.Cl.[OH2:38]>COCCO>[C:15]([C:14]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10]([CH2:20][CH2:21][O:22][C:23]3[CH:36]=[CH:35][C:26]([CH2:27][CH:28]4[S:32][C:31](=[O:38])[NH:30][C:29]4=[O:34])=[CH:25][CH:24]=3)([CH3:19])[O:11]2)=[CH:6][C:5]=1[OH:4])([CH3:16])([CH3:18])[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 140341601HCID 140341601, compound

Product 1

HCID 20245676HCID 20245676, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

75 mg of 5-{4-[2-(6-acetoxy-7-t-butyl-2-methylchroman-2-yl)ethoxy]benzyl}-2-iminothiazolidin-4-one (prepared as described in Example 6) were added to a mixture of 0.5 ml of concentrated hydrochloric acid, 2 ml of water and 2 ml of ethylene glycol monomethyl ether, and the mixture was heated under reflux for 4 hours. The mixture was then processed and purified by the procedures described in Example 1(a), except that the crude product, in the form of an oil, was purified by column chromatography through silica gel, eluted with a 5:1 by volume mixture of benzene and ethyl acetate, to give the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. custompurified by the procedures
  4. customwas purified by column chromatography through silica gel
  5. washeluted with a 5:1 by volume mixture of benzene and ethyl acetate

Sources & evidence

ORD record
ord-c38598c7b8e7433c9d027e42c40b507e
Source dataset
uspto-grants-1986_02
Patent number
US04572912

Reaction notes

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