Ethanolamine → HCID 44481634, compound

HRID 452414Notes

Reaction equation

HRID 452414 reaction equation
Br[CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([S:13]([CH3:16])(=[O:15])=[O:14])[CH:11]=[CH:12][C:6]=2[CH2:5][O:4]1.[NH2:17][CH2:18][CH2:19][OH:20]>CCO>[CH3:16][S:13]([C:10]1[CH:11]=[CH:12][C:6]2[CH2:5][O:4][CH:3]([CH2:2][NH:17][CH2:18][CH2:19][OH:20])[O:8][C:7]=2[CH:9]=1)(=[O:15])=[O:14]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 668864402-(bromomethyl)-7-(methylsulfonyl)-4H-1,3-benzodioxine

Product 1

HCID 44481634HCID 44481634, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Preparation according to Example 22 using 2-(bromomethyl)-7-(methylsulfonyl)-4H-1,3-benzodioxine (30 mg, 0.10 mmol), 2-aminoethanol (0.5 ml, 24.9 mmol) and EtOH (1.0 ml). 1H-NMR (400 MHz, MeOH): δ 7.51 (1H, dd, J1 8.0 Hz, J2 1.6 Hz), δ 7.41 (1H, d, J 1.2 Hz), δ 7.32 (1H, d, J 8.0 Hz), δ 5.27 (1H, t, J 4.8 Hz), δ 5.09 (2H, dd, J1 50.0 Hz, J2 15.6 Hz), δ 3.68 (2H, t, J 5.6 Hz), δ 3.11 (3H, s), δ 3.02 (2H, t, J 4.0 Hz), δ 2.82 (2H, t, J 5.6 Hz).

Workup

  1. customPreparation

Sources & evidence

ORD record
ord-2070b76d24424ea4bf5769ed8b37855c
Source dataset
uspto-grants-2013_07
Patent number
US08492372B2

Reaction notes

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