N-bromobutanimide → 6-(4-amino-3-bromophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one

HRID 2290740Notes

Reaction equation

[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]([CH3:15])[NH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][CH:3]=1.[Br:16]N1C(=O)CCC1=O>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:9]([CH3:15])[NH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:6][C:7]=1[Br:16]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 133860336-(4-aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one

Product 1

HCID 133860546-(4-amino-3-bromophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-oneYield 83.1%

Procedure

6-(4-Aminophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (5 g) was reacted with N-bromosuccinimide (4.36 g) in the same manner as Example 12 to give 6-(4-amino-3-bromophenyl)-5-methyl-4,5-dihydro-1,2,4-triazin-3(2H)-one (5.76 g).

Sources & evidence

ORD record: ord-14107c23ee6f4c5c8d1612750fed9d78
Source dataset: uspto-grants-1986_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04618610

Reaction notes

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