Dimethylformamide → HCID 178491707, compound

HRID 2276296Notes

Reaction equation

CN(C=O)C.[NH:6]1[C:15](=[O:16])[C:14]2[NH:13][CH:12]=[N:11][C:10]=2[NH:9][C:7]1=[S:8].C(N(CC)CC)C.[CH3:24][O:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][C:27]=1[N+:34]([O-:36])=[O:35]>O>[OH:16][C:15]1[N:6]=[C:7]([S:8][CH2:30][C:29]2[CH:32]=[CH:33][C:26]([O:25][CH3:24])=[C:27]([N+:34]([O-:36])=[O:35])[CH:28]=2)[N:9]=[C:10]2[C:14]=1[N:13]=[CH:12][NH:11]2

Participants

Conditions

Temperature: 100 °C

Procedure

A DMF (100 ml) solution of 2-thioxanthine (7.75 g, 46 mmol), triethylamine (8.0 ml, 60 mmol), 4-methoxy-3-nitrobenzyl bromide (12.48 g, 51 mmol) was heated and stirred at 100° C. for 3 hours. Water was added to the reaction solution, the precipitated crystals were collected by filtration and washed sequentially with water and ether to obtain 14.67 g (95% yield) of 6-hydroxy-2-(4-methoxy-3-nitrobenzylsulfanyl)-9H-purine.

Workup

filtrationthe precipitated crystals were collected by filtration
washwashed sequentially with water and ether

Sources & evidence

ORD record: ord-d4a69178f3eb41cdba233ec78437c733
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09132130B2

Reaction notes

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