Methanol, 1,1-diethoxy-, 1-acetate → 2-[(N-Benzylidene)amino]-6-methyl-1,2,4-triazolo[1,5-a]-1,3,5-triazine-7 (6H)-thione

Reaction equation

[NH2:1][C:2]1[N:6]([C:7]([NH:9][CH3:10])=[S:8])[N:5]=[C:4]([N:11]=[CH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=1.[C:19](OC(OCC)OCC)(=O)C>>[CH:12](=[N:11][C:4]1[N:3]=[C:2]2[N:1]=[CH:10][N:9]([CH3:19])[C:7](=[S:8])[N:6]2[N:5]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 84166Methanol, 1,1-diethoxy-, 1-acetate

HCID 443321545-Amino-3-[(N-benzylidene)amino]-1-[methylamino(thiocarbonyl)]-1H-1,2,4-triazole

Product 1

HCID 867525482-[(N-Benzylidene)amino]-6-methyl-1,2,4-triazolo[1,5-a]-1,3,5-triazine-7 (6H)-thioneYield 93%

Procedure

The synthesis method of Example 55 was applied. The compound (783 mg) obtained in Example 37 and diethoxymethyl acetate (5 ml) were used as reagents. The mixture was reacted at 90° C. for 1.5 hours to give 757 mg of white powdery crystals (yield 93%).

Workup

customThe synthesis method of Example 55
customThe mixture was reacted at 90° C. for 1.5 hours

Sources & evidence

ORD record: ord-a8810adf3fba431d9f89cfd75ccdfe35
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05750545

Reaction notes

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