HCID 22809704, compound → HCID 22809700, compound

HRID 2051851Notes

Reaction equation

HRID 2051851 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:18][CH2:19][CH2:20][CH3:21])[CH:8]1[O:16][C@@H:15]([CH3:17])[C@H:13]([OH:14])[C@@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6].[N:22]([O-])=[O:23].[Na+]>C(O)=O>[Cl:1][CH2:2][CH2:3][N:4]([N:22]=[O:23])[C:5]([N:7]([CH2:18][CH2:19][CH2:20][CH3:21])[CH:8]1[O:16][C@@H:15]([CH3:17])[C@H:13]([OH:14])[C@@H:11]([OH:12])[C@H:9]1[OH:10])=[O:6]

Participants

4

Reactant 2

HCID 22809704HCID 22809704, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 22809700HCID 22809700, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

3.2 g of 1-(2-chloroethyl)-3-n-butyl-3-L-rhamnopyranosylurea are dissolved in 10 ml of formic acid, and 1.5 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). 0.8 g of 1-(2-chloroethyl)-1-nitroso-3-n-butyl-3-L-rhamnopyranosylurea is thereby obtained as 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-7d7e546597b74f70b2f4bb91b501ba75
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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