Sodium Nitrite → HCID 13092713, compound

HRID 2051808Notes

Reaction equation

HRID 2051808 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[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:25]([O-])=[O:26].[Na+]>C(O)=O>[Cl:1][CH2:2][CH2:3][N:4]([N:25]=[O:26])[C:5]([N:7]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[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

4

Reactant 2

HCID 23668193Sodium NitriteHCID 53881303HCID 53881303, compound

Product 1

HCID 13092713HCID 13092713, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

4.3 g of 1-(2-chloroethyl)-3-n-hexyl-3-D-glucopyranosylurea are dissolved in 15 ml of formic acid, and 2.4 g of sodium nitrite are added gradually thereto at 0° to 5° C. for one hour under stirring. The mixture is further stirred at the same temperature for 1.5 hours. After the reaction, the mixture is treated in the same manner as described in Example 5-(2). 1.8 g of 1-(2-chloroethyl)-1-nitroso-3-n-hexyl-3-D-glucopyranosylurea are thereby obtained as a yellow oil.

Workup

  1. stirringThe mixture is further stirred at the same temperature for 1.5 hours
  2. customAfter the reaction
  3. additionthe mixture is treated in the same manner

Sources & evidence

ORD record
ord-08a4ce25599f4a35b09c17592fe3af45
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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