Methane → 6-[4-(3-methylthioureido)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one

HRID 1380316Notes

Reaction equation

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

Participants

Conditions

Temperature: 110 °C

Procedure

Methyl isothiocyanate (0.788 g) was added to a solution of 6-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (2 g) in N,N-dimethylformamide (20 ml) and the mixture was stirred for 4 hours at 110° C. After cooling, the mixture was treated with activated charcoal and evaporated in vacuo. The residual solid was washed with water and dried to give 6-[4-(3-methylthioureido)phenyl]-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (2.7 g).

Workup

temperatureAfter cooling
customevaporated in vacuo
washThe residual solid was washed with water
customdried

Sources & evidence

ORD record: ord-51e9de1a728b4845a55c59fdfaf8b748
Source dataset: uspto-grants-1986_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04581356

Reaction notes

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