Sodium Hydroxide → 6-amino-1-(2-isocyanobenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

HRID 78688

Reaction equation

[C:1]([CH2:3][C:4]([N:6]([CH3:19])[C:7](=[O:18])[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]#[C-:17])=[O:5])#[N:2].[OH-].[Na+]>O>[NH2:2][C:1]1[N:8]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N+:16]#[C-:17])[C:7](=[O:18])[N:6]([CH3:19])[C:4](=[O:5])[CH:3]=1

Participants

Conditions

Temperature: 80 °C

Procedure

To 3-(2-cyano-acetyl)-3-methyl-1-(2-isocyanobenzyl)-urea (120 g) were added water (962 ml) and 2N aqueous sodium hydroxide solution (24.9 ml), and the mixture was stirred with heating at 80° C. for 1 hr. After allowing to cool to room temperature, the crystals were collected by filtration and dried to give 6-amino-1-(2-isocyanobenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione in 76% yield.

Workup

temperatureto cool to room temperature
filtrationthe crystals were collected by filtration
customdried

Sources & evidence

ORD record: ord-d2c9a2f934174f18adb1d70e52b96ecf
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841447B2

Linked notes

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