Nitrogen oxide (N2O4) → HCID 53852580, compound

HRID 1733245Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[CH:8]1[O:16][CH2:15][C@H:13]([OH:14])[C@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6].[N+:26]([O-])([N+]([O-])=O)=[O:27]>>[Cl:1][CH2:2][CH2:3][N:4]([N:26]=[O:27])[C:5]([N:7]([CH2:17][C:18]1[CH:19]=[CH:20][C:21]([O:24][CH3:25])=[CH:22][CH:23]=1)[CH:8]1[O:16][CH2:15][C@H:13]([OH:14])[C@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6]

Participants

Reactant 2

HCID 25352Nitrogen oxide (N2O4)

HCID 54456455HCID 54456455, compound

Product 1

HCID 53852580HCID 53852580, compoundYield 62.7%

Procedure

3.7 g of 1-(2-chloroethyl)-3-(p-methoxybenzyl)-3-(L-arabinopyranosyl)urea and 5.0 g of nitrogen tetroxide gas are treated in the same manner as described in Example 31-(2). 2.5 g of 1-(2-chloroethyl)-1-nitroso-3-(p-methoxybenzyl)-3-(L-arabinopyranosyl)urea are thereby obtained as yellow caramel.

Sources & evidence

ORD record: ord-c8e60710f2384a6c9bfea024d459effa
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04241052

Reaction notes

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