1H-1,2,4-Triazole → HCID 178488741, compound

HRID 1784113Notes

Reaction equation

HRID 1784113 reaction equation
P(Cl)(Cl)(Cl)=O.[NH:6]1[CH:10]=[N:9][CH:8]=[N:7]1.[C:11]([NH:14][C:15]1(N)[NH:24][C:23](=O)[C:22]2[C:17](=[N:18][CH:19]=[C:20]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=3)[N:21]=2)[NH:16]1)(=[O:13])[CH3:12]>N1C=CC=CC=1>[C:11]([NH:14][C:15]1[N:24]=[C:23]([C:10]2[N:9]=[CH:8][NH:7][N:6]=2)[C:22]2[C:17](=[N:18][CH:19]=[C:20]([C:26]3[CH:31]=[CH:30][C:29]([O:32][CH3:33])=[C:28]([O:34][CH3:35])[CH:27]=3)[N:21]=2)[N:16]=1)(=[O:13])[CH3:12]

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 24813Phosphorus oxychlorideHCID 69050511HCID 69050511, compound

Product 1

HCID 178488741HCID 178488741, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a solution of phosphorus oxychloride (1.68 ml, 18 mmoles) and 1,2,4-triazole (4.96 g, 72 mmoles) in dry pyridine (110 ml) was added the compound of example 49 (2.45 g, 7.18 mmoles). The suspension was stirred at room temperature for 4 hours. The precipitate was filtered off, washed with pyridine, toluene and diethyl ether. The resulting solid was dried over P2O5 under vacuum, providing the title compound as a yellow powder (2 g, yield: 80%) which afforded the following mass spectrum: 392 ([M+H]+, 100).

Workup

  1. filtrationThe precipitate was filtered off
  2. washwashed with pyridine, toluene and diethyl ether
  3. dry with materialThe resulting solid was dried over P2O5 under vacuum

Sources & evidence

ORD record
ord-fefcc001835f4ee6b6412f976a63b3b9
Source dataset
uspto-grants-2009_03
Patent number
US07501513B2

Reaction notes

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