Triethylamine → HCID 86182019, compound

HRID 1376610Notes

Reaction equation

HRID 1376610 reaction equation
[S:1]1[CH:5]=[C:4]([CH:6]=O)[N:3]2[CH:8]=[N:9][CH:10]=[C:2]12.C(N(CC)CC)C.Cl.[NH2:19][OH:20]>C(O)C>[S:1]1[CH:5]=[C:4]([CH:6]=[N:19][OH:20])[N:3]2[CH:8]=[N:9][CH:10]=[C:2]12

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 443297Hydroxyamine hydrochlorideHCID 15379550HCID 15379550, compound

Product 1

HCID 86182019HCID 86182019, compoundYield 546.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

0.12 g of the imidazo[5,1-b]thiazole-3-carbaldehyde prepared in Preparation 43 was dissolved in 3 ml of ethanol. To this solution were added 1 ml of triethylamine and 0.06 g of hydroxylamine hydrochloride, and the mixture was stirred at 60° C. for 1 hour. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluting with a 20:1 mixture of chloroform and methanol to give 0.72 g (yield 56%) of the title compound.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography
  3. washeluting with a 20:1 mixture of chloroform and methanol

Sources & evidence

ORD record
ord-4e075782898c4047be5b3b5dce131b36
Source dataset
uspto-grants-1997_09
Patent number
US05663162

Reaction notes

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