HCID 22809705, compound → HCID 22809701, compound

HRID 2051820Notes

Reaction equation

HRID 2051820 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH:19]([CH2:21][CH3:22])[CH3:20])[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:23]([O-])=[O:24].[Na+]>C(O)=O>[Cl:1][CH2:2][CH2:3][N:4]([N:23]=[O:24])[C:5]([N:7]([CH:19]([CH2:21][CH3:22])[CH3:20])[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 22809705HCID 22809705, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 22809701HCID 22809701, compoundYield 22.4%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

7.0 g of 1-(2-chloroethyl)-3-sec.butyl-3-D-galactopyranosylurea are dissolved in 20 ml of formic acid, and 5.0 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 one hour. After the reaction, the mixture is treated in the same manner as described in Example 5-(2). 1.7 g of 1-(2-chloroethyl)-1-nitroso-3-sec.butyl-3-D-galactopyranosylurea are thereby obtained as pale yellow caramel.

Workup

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

Sources & evidence

ORD record
ord-b0fadd03a7964a278abafdc1f4fa3136
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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