6-Azathymine → 2-(4-Chloro-butyl)-6-methyl-2H-[1,2,4]triazine-3,5-dione

HRID 453646Notes

Reaction equation

HRID 453646 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:11](=[O:12])[NH:10][C:9](=[O:13])[CH:8]=[N:7]1.[CH3:14]C1C(=O)NC(=O)NN=1.CC1N=NC(O[Si](C)(C)C)=NC=1O[Si](C)(C)C.BrCCCCCl>>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:11](=[O:12])[NH:10][C:9](=[O:13])[C:8]([CH3:14])=[N:7]1

Participants

5

Reactant 4

HCID 702696-AzathymineHCID 813641-Bromo-4-chlorobutaneHCID 5290036-Azathymine, TMSHCID 158171752-(4-Chloro-butyl)-2H-[1,2,4]triazine-3,5-dione

Product 1

HCID 596144922-(4-Chloro-butyl)-6-methyl-2H-[1,2,4]triazine-3,5-dione

Procedure

2-(4-Chloro-butyl)-6-methyl-2H-[1,2,4]triazine-3,5-dione were synthesized as described for the synthesis of 2-(4-Chloro-butyl)-2H-[1,2,4]triazine-3,5-dione starting from 6-methyl-2H-[1,2,4]triazine-3,5-dione which was converted into 6-methyl-3,5-bis-trimethylsilanyloxy-[1,2,4]triazine by the method described in working example 1 and thereafter reacted with 1-bromo-4-chloro-butane according to working example 2.

Sources & evidence

ORD record
ord-50bfb271c00f4946b066c9e3d594c39b
Source dataset
uspto-grants-2013_07
Patent number
US08492540B2

Reaction notes

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