Triethylamine → HCID 59750216, compound

HRID 499500Notes

Reaction equation

HRID 499500 reaction equation
[C:1]([C:3]1[N:8]=[C:7]([NH:9][C:10](=[O:14])[N:11]([CH3:13])[CH3:12])[CH:6]=[CH:5][CH:4]=1)#[N:2].[C:15](OC)(=[O:23])[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)[SH:18].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH3:13][N:11]([CH3:12])[C:10]([NH:9][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([C:1]2[S:18][C:17]3[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=3[C:15](=[O:23])[N:2]=2)[N:8]=1)=[O:14]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21009Benzoic acid, 2-mercapto-, methyl esterHCID 22939453HCID 22939453, compound

Product 1

HCID 59750216HCID 59750216, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

N′-(6-Cyano-2-pyridyl)-N,N-dimethylurea (0.72 g, 3.8 mmol) and methyl thiosalicylate (0.89 g, 5.2 mmol) were dissolved in toluene (4 ml), and triethylamine (2.0 ml, 14.3 mmol) was added thereto. The mixture was refluxed for 8 hrs. After cooling, the precipitates were collected and recrystallized from diisopropyl ether-methanol to give the titled compound (0.62 g, 50%) as white crystals.

Workup

  1. temperatureThe mixture was refluxed for 8 hrs
  2. temperatureAfter cooling
  3. customthe precipitates were collected
  4. customrecrystallized from diisopropyl ether-methanol

Sources & evidence

ORD record
ord-205f860b70774edb9d2aa42c9c6e092f
Source dataset
uspto-grants-2010_08
Patent number
US07767665B2

Reaction notes

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