Triethylamine → HCID 69428035, compound

HRID 1181795Notes

Reaction equation

HRID 1181795 reaction equation
[CH2:1]([N:5]1[C:10]([NH:11][N:12]=[CH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]=[CH:16][CH:15]=2)=[CH:9][C:8](=[O:24])[N:7]([CH3:25])[C:6]1=[O:26])[CH:2]([CH3:4])[CH3:3].[C:27]([C:29]1[CH:30]=[C:31]([CH:34]=[CH:35][CH:36]=1)[CH:32]=O)#[N:28].C(N(CC)CC)C>CN(C=O)C.CCOCC>[CH2:1]([N:5]1[C:10]2=[N:11][N:12]([CH2:13][C:14]3[C:23]4[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH:17]=[CH:16][CH:15]=3)[C:32]([C:31]3[CH:30]=[C:29]([CH:36]=[CH:35][CH:34]=3)[C:27]#[N:28])=[C:9]2[C:8](=[O:24])[N:7]([CH3:25])[C:6]1=[O:26])[CH:2]([CH3:4])[CH3:3]

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 90670m-FormylbenzonitrileHCID 86760562HCID 86760562, compound

Product 1

HCID 69428035HCID 69428035, compoundYield 69.7%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

A solution of 100 mg (0.26 mmol) of l-naphthaldehyde (3-isobutyl-1-methyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)hydrazone, 36 mg (0.27 mmol) of 3-cyano benzaldehyde and 20 uL of triethylamine in 20 mL DMF was heated at 85° C. for 20 h. The mixture was diluted with ether and washed 4 times with water. The ether was dried (MgSO4) and concentrated to give a yellow solid which was recrystallized from ethanol to give 84 mg of the subtitle product.

Workup

  1. washwashed 4 times with water
  2. dry with materialThe ether was dried (MgSO4)
  3. concentrationconcentrated
  4. customto give a yellow solid which
  5. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-2f257754bb304b6299a095b598bcf157
Source dataset
uspto-grants-2007_10
Patent number
US07285558B2

Reaction notes

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