2-Morpholinoethylamine → HCID 86622285, compound

HRID 1639552Notes

Reaction equation

HRID 1639552 reaction equation
CO[C:3](=[O:15])[NH:4][C:5]1[S:6][C:7]2[CH:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:8]=2[N:9]=1.[N:16]1([CH2:22][CH2:23][NH2:24])[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CN1CCCC1=O>[OH:14][C:12]1[CH:11]=[CH:10][C:8]2[N:9]=[C:5]([NH:4][C:3]([NH:24][CH2:23][CH2:22][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[O:15])[S:6][C:7]=2[CH:13]=1

Participants

4

Reactant 2

HCID 4082852-MorpholinoethylamineHCID 45077469Methyl (6-hydroxy-1,3-benzothiazol-2-yl)carbamate

Product 1

HCID 86622285HCID 86622285, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

In a 10 cm3 tube, 200 mg of methyl(6-hydroxy-1,3-benzothiazol-2-yl)carbamate are suspended in 6 cm3 of 1-methyl-pyrrolidin-2-one, and 580 mg of 2-morpholin-4-ylethylamine are added. After closing, the tube is placed in the microwave oven at a temperature in the region of 150° C. for about 25 minutes. After concentrating to dryness under reduced pressure, the residue obtained is purified by flash chromatography on a column of silica [eluent: dichloromethane/methanol (95/5 by volume)]. 270 mg of 1-(6-hydroxy-1,3-benzothiazol-2-yl)-3-(2-morpholin-4-ylethyl)urea are thus obtained in the form of a resin, the characteristics of which are as follows:

Workup

  1. concentrationAfter concentrating to dryness under reduced pressure
  2. customthe residue obtained
  3. customis purified by flash chromatography on a column of silica [eluent: dichloromethane/methanol (95/5 by volume)]

Sources & evidence

ORD record
ord-769c4a46484a4f0eb8ae8e87db4577df
Source dataset
uspto-grants-2012_02
Patent number
US08110571B2

Reaction notes

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