Diethanolamine → HCID 15860290, compound

HRID 2184774Notes

Reaction equation

HRID 2184774 reaction equation
CO[C:3]([C:5]1[CH:10]=[N:9][C:8]([C:11]([O:13]C)=O)=[CH:7][N:6]=1)=[O:4].[NH:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18]>C(O)C>[OH:18][CH2:17][CH2:16][N:15]([CH2:19][CH2:20][OH:21])[C:11]([C:8]1[CH:7]=[N:6][C:5]([C:3]([N:15]([CH2:19][CH2:20][OH:21])[CH2:16][CH2:17][OH:18])=[O:4])=[CH:10][N:9]=1)=[O:13]

Participants

4

Reactant 2

HCID 8113DiethanolamineHCID 518685Dimethyl pyrazine-2,5-dicarboxylate

Product 1

HCID 15860290HCID 15860290, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
20 °C

Procedure

A solution of 500 mg of 2,5-dimethoxycarbonylpyrazine and 0.48 cm3 of diethanolamine in 3 cm3 of ethanol is heated to a temperature in the region of the reflux temperature for 3 hours. The reaction mixture is cooled to 20° C. and the white solid formed is then filtered off and washed with 2 cm3 of ethanol. 600 mg of N,N,N′,N′-tetrakis(2-hydroxyethyl)pyrazine-2,5-dicarboxamide are thus obtained in the form of a white solid melting at 143° C. [1H NMR spectrum (250 MHz, (CD3)2SO-d6, at a temperature of 403 K, δ in ppm): from 3.50 to 3.80 (mt, 16H: 4×NCH2CH2O); 4.32 (mt, 4H: 4×OH); 8.76 (s, 2H: ═CH at 3 and ═CH at 6)].

Workup

  1. customthe white solid formed
  2. filtrationis then filtered off
  3. washwashed with 2 cm3 of ethanol

Sources & evidence

ORD record
ord-f60f30c599924670b195a6510dfa6e29
Source dataset
uspto-grants-2002_06
Patent number
US06399613B1

Reaction notes

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