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

HRID 462232

Reaction equation

HRID 462232 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 temperture 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-5858bf4c46db476f87049c84178d167a
Source dataset
uspto-grants-1977_12
Patent number
US04065567

Linked notes

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