9-Bromo-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one → 9-Bromo-2-methoxymethyl-5-[1,2,4]triazol-1-yl-4H-1,3,3a,6-tetraaza-benzoazulene

HRID 1786177Notes

Reaction equation

HRID 1786177 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[NH:14][C:13](=O)[CH2:12][N:11]3[C:7](=[N:8][C:9]([CH2:16][O:17][CH3:18])=[N:10]3)[C:6]=2[CH:19]=1.ClC1C=CC2NC(=O)C[N:30]3[C:26](=[N:27][C:28](COC)=[N:29]3)C=2C=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:14]=[C:13]([N:29]3[CH:28]=[N:27][CH:26]=[N:30]3)[CH2:12][N:11]3[C:7]([C:6]=2[CH:19]=1)=[N:8][C:9]([CH2:16][O:17][CH3:18])=[N:10]3

Participants

3

Reactant 2

HCID 1363323189-Bromo-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-oneHCID 1363478709-Chloro-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one

Product 1

HCID 675496779-Bromo-2-methoxymethyl-5-[1,2,4]triazol-1-yl-4H-1,3,3a,6-tetraaza-benzoazuleneYield 79%

Procedure

As described for example 4e) 9-bromo-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one (12.5 g, 38.7 mmol), instead of 9-chloro-2-methoxymethyl-6H-1,3,3a,6-tetraaza-benzo[e]azulen-5-one, was converted to the title compound (11.4 g, 79%) which was obtained as a light yellow solid. MS: m/e=373.0/375.1 [M+H]+.

Sources & evidence

ORD record
ord-96938691ce02453eaba8ea601fa48333
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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