Hydrochloric Acid → 97322-96-8

HRID 1589686Notes

Reaction equation

HRID 1589686 reaction equation
C([O:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:32]=[CH:31][C:22]([CH2:23][CH:24]3[S:28][C:27](=N)[NH:26][C:25]3=[O:30])=[CH:21][CH:20]=1)[CH2:9][CH2:8]2)(=O)C.Cl.[OH2:35]>COCCO>[OH:4][C:5]1[C:6]([CH3:33])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][CH:10]([CH2:17][O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:23][CH:24]3[S:28][C:27](=[O:35])[NH:26][C:25]3=[O:30])=[CH:31][CH:32]=1)[CH2:9][CH2:8]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 140341620HCID 140341620, compound

Product 1

HCID 995425997322-96-8

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

290 mg of 5-[4-(6-acetoxy-5,7,8-trimethylchroman-2-ylmethoxy)benzyl]-2-iminothiazolidin-4-one (prepared as described in Example 4) were added to a mixture of 3 ml of concentrated hydrochloric acid, 1.5 ml of water and 5 ml of ethylene glycol monomethyl ether, and the mixture was heated under reflux for 3.5 hours. The reaction mixture was then processed and purified as described in Example 1(a), and the crude product, in the form of an oil, was subjected to column chromatography through silica gel. The title compound, melting at 158°-159° C., was obtained from the fractions eluted with a 4:1 by volume mixture of benzene and ethyl acetate.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3.5 hours
  3. custompurified

Sources & evidence

ORD record
ord-124afa9d90e14a77bdbdfc17b244932e
Source dataset
uspto-grants-1986_02
Patent number
US04572912

Reaction notes

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