Phenacylamine → HCID 178481978, compound

HRID 570942Notes

Reaction equation

HRID 570942 reaction equation
[IH:1].[CH3:2][N:3]1[C:8](=[O:9])[N:7]2[CH:10]=[N:11][C:12]([C:13](SC)=[NH:14])=[C:6]2[N:5]=[N:4]1.[NH2:17][CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:20]>>[IH:1].[CH3:2][N:3]1[C:8](=[O:9])[N:7]2[CH:10]=[N:11][C:12]([C:13](=[NH:14])[NH:17][CH2:18][C:19](=[O:20])[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:6]2[N:5]=[N:4]1

Participants

3

Reactant 2

HCID 11952PhenacylamineHCID 66831606Methyl 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodide

Product 1

HCID 178481978HCID 178481978, compoundYield 34%

Procedure

Using the general procedure, the title compound was synthesized from methyl 3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbimidothioate hydroiodide and aminoacetophenone, using a reaction time for the amidine formation of 3.5 hours. Yield 34%. δH (DMSO-d6): 9.69 (2H, m), 9.51 (1H, bs), 9.22 (1H, s), 8.07-8.05 (2H, m), 7.78-7.73 (1H, m), 7.65-7.61 (2H, m), 5.24 (2H, d, J=6.0), 4.06 (3H, s).

Sources & evidence

ORD record
ord-7529d7ed5a3b4819b29663b9424a70c4
Source dataset
uspto-grants-2015_05
Patent number
US09024018B2

Reaction notes

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