Ethanolamine → HCID 16639134, compound

HRID 991744Notes

Reaction equation

HRID 991744 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]([OH:12])=O.[CH2:13]([CH2:15][NH2:16])[OH:14]>>[OH:14][CH2:13][CH2:15][NH:16][C:10]([C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=1)=[O:12]

Participants

3

Reactant 2

HCID 700EthanolamineHCID 95864Benzo(b)thiophene-2-carboxylic acid

Product 1

HCID 16639134HCID 16639134, compoundYield 73%

Procedure

2-Benzothiophenecarboxylic acid (3.0 g, 16.8 mmol) and ethanolamine (1.21 ml, 20 mmol) were coupled according to the procedure of Example 17 to 2.7 g (73% yield) of an off-white solid. 1H NMR (DMSO-d6): δ3.3 (m, CH2), 3.5 (q, CH2), 4.79 (t, NH), 7.1-7.4 (m, 2 Ar H), 7.90 (m, 1 Ar H), 7.95 (m, 1 Ar H), 8.09 (s, 1 Ar H), 8.89 (t, NH) Electrospray Mass Spec: m/z 222.2 (M+H)+.

Sources & evidence

ORD record
ord-2e8ef3ad274f4f838be4ec19d5b4da76
Source dataset
uspto-grants-2002_10
Patent number
US06465508B1

Reaction notes

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