Ethylamine → HCID 16639189, compound

HRID 1887252Notes

Reaction equation

HRID 1887252 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([OH:9])=O.[CH2:10]([NH2:12])[CH3:11]>>[CH2:10]([NH:12][C:7]([C:3]1[S:4][CH:5]=[CH:6][C:2]=1[CH3:1])=[O:9])[CH3:11]

Participants

3

Reactant 2

HCID 6341EthylamineHCID 902693-Methyl-2-thenoic acid

Product 1

HCID 16639189HCID 16639189, compoundYield 92%

Procedure

Following the procedure as described in Preparation 18, making variations only as required to use 3-methylthiophene-2-carboxylic acid in place of 3-methylfuran-2-carboxylic acid to react with ethylamine in place of benzylamine, N-ethyl-3-methylthiophene-2-carboxamide was obtained as a colorless liquid in 92% yield: 1H NMR (300 MHz, CDCl3) δ 7.24 (d, J=5.0 Hz, 1H), 6.88 (d, J=5.0 Hz, 1H), 5.77 (br s, 1H), 3.51-3.40 (m, 2H), 2.51 (s, 3H), 1.24 (t, J=7.3 Hz, 3H); MS (ES+) m/z 170.2 (M+1).

Workup

  1. customas described in Preparation 18

Sources & evidence

ORD record
ord-d7fe8bcd48ea4029bea5d1f3ed516f61
Source dataset
uspto-grants-2013_08
Patent number
US08501746B2

Reaction notes

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