Hydrochloric Acid → HCID 19869692, compound

HRID 330298Notes

Reaction equation

HRID 330298 reaction equation
[N:1]1[C:2]([C:13]([O:15]CC)=O)=[CH:3][N:4]2[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=3[S:6][C:5]=12.[BH4-].[Li+].Cl.[C:21](=O)(O)[O-:22].[Na+]>CCO>[CH3:21][O:22][C:10]1[CH:11]=[CH:12][C:7]2[S:6][C:5]3=[N:1][C:2]([CH2:13][OH:15])=[CH:3][N:4]3[C:8]=2[CH:9]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 1480574ethyl imidazo[2,1-b][1,3]benzothiazole-2-carboxylateHCID 4148881Lithium borohydride

Product 1

HCID 19869692HCID 19869692, compoundYield 96.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 4.0 g of ethyl imidazo[2,1-b]benzothiazole-2-carboxylate in dry T.H.F. was stirred with 1.5 g of lithium borohydride for 48 hours at room temperature under dry nitrogen. The mixture was treated with an excess of 2N hydrochloric acid and warmed to 50° C. for 2 hours to decompose the complex. The mixture was made alkaline with aqueous sodium bicarbonate and extracted with ethyl acetate. The extracts were dried over magnesium sulfate and evaporated to dryness under reduced pressure to obtain 3.27 g (96.4% yield) of 6-methoxy-imidazo[2,1-b]benzothiazole-2-methanol as a colorless solid melting at 189° to 190° C. (EtOH).

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe extracts were dried over magnesium sulfate
  3. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-6fe6b48c08d14785a556bfed9cbc3b5a
Source dataset
uspto-grants-1990_01
Patent number
US04895863

Reaction notes

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