Acetic Acid → HCID 15017644, compound

HRID 249304Notes

Reaction equation

HRID 249304 reaction equation
[CH2:1]([NH:3][C:4]1[S:5][CH:6]=[C:7]([CH2:9][CH2:10][NH2:11])[N:8]=1)[CH3:2].[C:12](O)(=O)C.C=O>CO>[CH2:1]([NH:3][C:4]1[S:5][C:6]2[CH2:12][NH:11][CH2:10][CH2:9][C:7]=2[N:8]=1)[CH3:2]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 712FormaldehydeHCID 150176562-Ethylamino-4-(2-aminoethyl)thiazole

Product 1

HCID 15017644HCID 15017644, compoundYield 162.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Ethylamino-4-(2-aminoethyl)thiazole (0.20 g, 1.17 mmol) and acetic acid (0.02 ml, 0.35 mmol) were dissolved in methanol (15 ml) and treated with formaldehyde (0.095 ml of a 37% aqueous solution, 1.17 mmol). The reaction was allowed to stir at room temperature for 15 minutes; it was then concentrated in vacuo and subjected to column chromatography (eluant: 89:10:1 chloroform: methanol: concentrated aqueous ammonium hydroxide). This provided the title product as a yellow solid (0.105 g, 0.57 mmol, 49% yield).

Workup

  1. concentrationit was then concentrated in vacuo

Sources & evidence

ORD record
ord-0378577897cd4894bc987498029516f2
Source dataset
uspto-grants-1993_05
Patent number
US05214051

Reaction notes

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