Sodium → HCID 14032918, compound

HRID 986390Notes

Reaction equation

HRID 986390 reaction equation
[Na].Cl.C[O:4][C:5]([NH:7][N:8]=[C:9]([C:12]1[N:19]2[C:15]([S:16][CH:17]=[CH:18]2)=[N:14][C:13]=1[CH3:20])[CH2:10][OH:11])=O>C(O)C>[CH3:20][C:13]1[N:14]=[C:15]2[N:19]([C:12]=1[C:9]1[CH2:10][O:11][C:5](=[O:4])[NH:7][N:8]=1)[CH:18]=[CH:17][S:16]2

Participants

4

Reactant 2

HCID 5360545SodiumHCID 86741934HCID 86741934, compound

Product 1

HCID 14032918HCID 14032918, compoundYield 75.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.5 g of metallic sodium in 60 ml of ethanol is added 6 g of hydroxymethyl-(6-methylimidazo[2,1-b]thiazol-5-yl)ketone-N-methoxycarbonylhydrazone hydrochloride, and stirred at room temperature for 3 hours. Crystals are collected by filtration, washed with water and then recrystallized from 50 ml of a mixed solvent of chloroform and methanol to give 3.5 g of 5-(6-methylimidazo[2,1-b]thiazol-5-yl)-3,6-dihydro-1,3,4-oxadiazin-2-one as white crystals, melting at 294° C. with decomposition.

Workup

  1. filtrationCrystals are collected by filtration
  2. washwashed with water
  3. customrecrystallized from 50 ml of a mixed solvent of chloroform and methanol

Sources & evidence

ORD record
ord-179ffc6174644479b65a44d3f9fe06bc
Source dataset
uspto-grants-1987_12
Patent number
US04713381

Reaction notes

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