Sodium borohydride → HCID 21891577, compound

HRID 720356Notes

Reaction equation

HRID 720356 reaction equation
C([O:3][C:4]([C:6]1[S:7][C:8]2[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[C:12]([O:19][CH3:20])=[CH:11][C:9]=2[N:10]=1)=O)C.[BH4-].[Na+]>CO>[OH:3][CH2:4][C:6]1[S:7][C:8]2[C:14]([O:15][CH3:16])=[C:13]([O:17][CH3:18])[C:12]([O:19][CH3:20])=[CH:11][C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydride2×HCID 21891657HCID 21891657, compound

Product 1

HCID 21891577HCID 21891577, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Ethoxycarbonyl-5,6,7-trimethoxybenzothiazole (1.04 g) was dissolved in methanol (30 mL), sodium borohydride (331 mg) was added to the solution under ice cooling, and the mixture was stirred at room temperature for 2 hours. Sodium borohydride (100 mg) was additionally added to the reaction mixture to conduct stirring for 2 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to obtain the title compound.

Workup

  1. stirringto conduct stirring for 2 hours
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:1)

Sources & evidence

ORD record
ord-28f246ddf06248b3b79a708bea30bddb
Source dataset
uspto-grants-2006_11
Patent number
US07135473B2

Reaction notes

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