Hydrochloric Acid → HCID 69134413, compound

HRID 969490Notes

Reaction equation

HRID 969490 reaction equation
C([O:3][C:4]([C:6]1[C:7]2[CH2:8][CH2:9][CH:10]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:11][C:12]=2[C:13]2[N:17]=[C:16]([CH3:18])[N:15]([CH3:19])[C:14]=2[CH:20]=1)=[O:5])C.[OH-].[Li+].Cl>O1CCOCC1.O>[CH3:18][C:16]1[N:15]([CH3:19])[C:14]2[CH:20]=[C:6]([C:4]([OH:5])=[O:3])[C:7]3[CH2:8][CH2:9][CH:10]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[O:11][C:12]=3[C:13]=2[N:17]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 69135072HCID 69135072, compound

Product 1

HCID 69134413HCID 69134413, compoundYield 96.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a suspension of 3.4 g (9.6 mmol) 2,3-dimethyl-8-phenyl-3,6,7,8-tetrahydro-chromeno[7,8-d]imidazole-5-carboxylic acid ethyl ester in 100 ml dioxane and 25 ml water were added 1.4 g (57.7 mmol) lithium hydroxide and the reaction refluxed for 6 h. After cooling to room temperature, the reaction mixture was adjusted to pH=5 with 2 M HCl solution. The precipitate was filtered off and crystallized with n-butanol to afford 3.0 g (96%) of the title compound as a beige solid of m.p. 323°-326° C.

Workup

  1. temperaturethe reaction refluxed for 6 h
  2. filtrationThe precipitate was filtered off
  3. customcrystallized with n-butanol

Sources & evidence

ORD record
ord-2cdb0fdb38be43b989de25375857bbde
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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