Nitrogen oxide (N2O4) → HCID 54091865, compound

HRID 1733234Notes

Reaction equation

[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[CH:8]1[O:16][C@H:15]([CH2:17][OH:18])[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]([CH2:19][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)[CH:8]1[O:16][C@H:15]([CH2:17][OH:18])[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 54084844HCID 54084844, compound

Product 1

HCID 54091865HCID 54091865, compoundYield 68.4%

Procedure

3.8 g of 1-(2-chloroethyl)-3-benzyl-3-(D-galactopyranosyl)urea and 5 g of nitrogen tetroxide gas are treated in the same manner as described in Example 23-(2). 2.8 g of 1-(2-chloroethyl)-1-nitroso-3-benzyl-3-(D-galactopyranosyl)urea are thereby obtained as yellow caramel.

Sources & evidence

ORD record: ord-ec423f5d1674446c9b938909c01ab303
Source dataset: uspto-grants-1980_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04241052

Reaction notes

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