2,3-Dihydro-6-nitroimidazo(2,1-b)benzothiazole → 2,3-Dihydroimidazo(2,1-b)benzothiazol-6-amine

HRID 443895Notes

Reaction equation

HRID 443895 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]3=[N:12][CH2:13][CH2:14][N:9]3[C:8]=2[CH:15]=1)([O-])=O.[H][H]>[Pd].CO>[N:12]1[CH2:13][CH2:14][N:9]2[C:8]3[CH:15]=[C:4]([NH2:1])[CH:5]=[CH:6][C:7]=3[S:11][C:10]=12

Participants

5

Reactant 2

HCID 128919642,3-Dihydro-6-nitroimidazo(2,1-b)benzothiazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 6586872,3-Dihydroimidazo(2,1-b)benzothiazol-6-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 11 parts of 2,3-dihydro-6-nitroimidazo[2,1-b]benzothiazole and 80 parts of methanol is hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is crystallized from dimethylbenzene. The product is filtered off and dried, yielding 5.6 parts of 2,3-dihydroimidazo[2,1-b]benzothiazol-6-amine; mp. 204°-210° C.

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from dimethylbenzene
  4. filtrationThe product is filtered off
  5. customdried

Sources & evidence

ORD record
ord-7ece90bf66524877be789a3663053ae8
Source dataset
uspto-grants-1981_04
Patent number
US04262004

Reaction notes

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