N-bromobutanimide → 6-Bromo-5-phenyl-1,2,4-triazin-3-amine

Reaction equation

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

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 970815-Phenyl-1,2,4-triazin-3-amine

Product 1

HCID 866761146-Bromo-5-phenyl-1,2,4-triazin-3-amineYield 64.1%

Procedure

6-Bromo-5-phenyl-1,2,4-triazin-3-amine (1.40 g, 64%) was prepared from 5-phenyl-1,2,4-triazin-3-amine (1.50 g, 8.70 mmol) and N-bromosuccinimide (4.50 g, 26.6 mmol) according to the general procedure of Preparation 3.

Workup

customaccording to the general procedure of Preparation 3

Sources & evidence

ORD record: ord-fba785a591c94a0eb2359e8731abd897
Source dataset: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09249130B2

Reaction notes

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