Ethanol → HCID 14519709, compound

HRID 330297Notes

Reaction equation

HRID 330297 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[N:7]3[CH:12]=[C:11]([CH:13]([CH:15]4[CH2:17][CH2:16]4)[OH:14])[N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1.C(OCC)C.CCO>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]2[N:7]3[CH:12]=[C:11]([C:13]([CH:15]4[CH2:17][CH2:16]4)=[O:14])[N:10]=[C:8]3[S:9][C:5]=2[CH:4]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 3283Diethyl EtherHCID 17977197HCID 17977197, compound

Product 1

HCID 14519709HCID 14519709, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 1.63 g (0.0062 mole) of (7-methoxy-imidazo [2,1-b]benzothiazol-2-yl)-cyclopropyl methanol and 4.8 g (0.055 mole) of manganese dioxide was stirred under reflux in 300 ml of chloroform for 1 hour. The mixture was filtered hot and evaporated to dryness. Trituration with diethyl ether yielded 1.45 g (89% yield) of (7-methoxy-imidazo[2,1-b]benzothiazol-2-yl)-cyclopropyl methanone as a colorless solid melting at 213° as 214° C. (EtOH).

Workup

  1. filtrationThe mixture was filtered hot
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-fb511579251542098d7c0ce25c899cb2
Source dataset
uspto-grants-1990_01
Patent number
US04895863

Reaction notes

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