Triethylamine → HCID 19605066, compound

HRID 1603479Notes

Reaction equation

HRID 1603479 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][CH2:5][C:6]1[N:7]2[CH:13]=[N:12][CH:11]=[C:8]2[S:9][CH:10]=1.C(N(CC)CC)C.[S:21](Cl)(=[O:24])(=[O:23])[NH2:22]>CN(C=O)C>[NH2:22][S:21]([N:4]([CH2:5][C:6]1[N:7]2[CH:13]=[N:12][CH:11]=[C:8]2[S:9][CH:10]=1)[CH2:3][CH2:2][OH:1])(=[O:24])=[O:23]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 24499Chlorosulfamic acidHCID 19605165HCID 19605165, compound

Product 1

HCID 19605066HCID 19605066, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
-25 °C

Procedure

A 410 mg potion of 3-[N-(2-hydroxyethyl)amino]methyl imidazo[5,1-b]thiazole was dissolved in 6 ml of DMF, and 1.40 ml of triethylamine and 491 mg of sulfamoyl chloride were added thereto at -30° C., followed by stirring at -30 to -20° C. for 4 hours. The reaction solution was concentrated under reduced pressure, dissolved in water, adjusted to pH 7.5 with an aqueous sodium hydrogencarbonate solution, and then purified by Diaion HP-20 Resin and Cephadex LH-20, whereby 59 mg of 3-[N-aminosulfonyl-N-(2-hydroxyethyl)amino]methylimidazo[5,1-b]thiazole was obtained from the first half of the fraction of Cephadex LH-20.

Workup

  1. customat -30° C.
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. dissolutiondissolved in water
  4. custompurified by Diaion HP-20 Resin and Cephadex LH-20

Sources & evidence

ORD record
ord-ea48882ee2da4ae58498a6b37ed9ad99
Source dataset
uspto-grants-1999_11
Patent number
US05990101

Reaction notes

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