Piperidine → 2-(2-Piperidino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

HRID 1730193

Reaction equation

HRID 1730193 reaction equation
O[CH2:2][CH2:3][NH:4][N:5]1[NH:9][CH:8]=[C:7]([C:10]2[N:11]([CH3:18])[C:12]([N+:15]([O-:17])=[O:16])=[CH:13][N:14]=2)[S:6]1.N1CC[CH2:22][CH2:21][CH2:20]1>O1CCOCC1>[N:4]1([N:5]2[NH:9][CH:8]=[C:7]([C:10]3[N:11]([CH3:18])[C:12]([N+:15]([O-:17])=[O:16])=[CH:13][N:14]=3)[S:6]2)[CH2:22][CH2:21][CH2:20][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 213908472-[2-(Hydroxyethylamino)-5-thiadiazolyl]-1-methyl-5-nitroimidazole

Product 1

HCID 213908372-(2-Piperidino-5-thiadiazolyl)-1-methyl-5-nitroimidazole

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture composed of 7.4 g. of 2-(2-chloro-5-thiadiazolyl)-1-methyl-5-nitroimidazole (Example 16), 6 g. of piperidine, and 200 ml. of dioxane is stirred at room temperature for 24 hours, and then taken to dryness under reduced pressure. The residue is shaken with 100 ml. of water and the insoluble portion collected and dried. Recrystallization from 150 ml. of 2-methoxyethanol gives 7.6 g. of the subject compound melting at 212°-213° C.

Workup

  1. customof water and the insoluble portion collected
  2. customdried
  3. customRecrystallization from 150 ml
  4. customof 2-methoxyethanol gives 7.6 g

Sources & evidence

ORD record
ord-a64f79b2242147d0be74e6c65307ee30
Source dataset
uspto-grants-1976_11
Patent number
US03991200

Linked notes

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