Hydrochloric Acid → HCID 178519653, compound

HRID 1824706Notes

Reaction equation

HRID 1824706 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:12](OCC)=[O:13])[C:5]2[O:9][C:8]([SH:10])=[N:7][C:6]=2[CH:11]=1.B.[H-].[H-].[H-].[H-].[Li+].[Li+].[Li+].[Li+].CO.Cl>C(OCC)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:12][OH:13])[C:5]2[O:9][C:8]([SH:10])=[N:7][C:6]=2[CH:11]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 178419225HCID 178419225, compoundHCID 178468960HCID 178468960, compound

Product 1

HCID 178519653HCID 178519653, compoundYield 69.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

5-Chloro-7-ethoxycarbonyl-2-mercaptobenzoxazole (280 mg) was dissolved in diethyl ether (20 mL), and the mixture was added with lithium tetrahydride borane (100 mg). The mixture was stirred at 35 C.° for 2 hours. The reaction mixture was added with methanol and 1 N hydrochloric acid, and volatile components were evaporated under reduced pressure. This procedure was repeated 3 times. The resultant product was purified by silica gel chromatography (methanol:methylene chloride=1:20) to obtain the title compound (163 mg).

Workup

  1. customwere evaporated under reduced pressure
  2. customThe resultant product was purified by silica gel chromatography (methanol:methylene chloride=1:20)

Sources & evidence

ORD record
ord-6e7e35186f07450aa10ccaef3d2e0400
Source dataset
uspto-grants-2006_05
Patent number
US07045516B1

Reaction notes

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