Sodium Carbonate → HCID 53884389, compound

HRID 2051845Notes

Reaction equation

HRID 2051845 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH:17]([CH3:19])[CH3:18])[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].C(=O)([O-])[O-].[Na+].[Na+].[N+:26]([O-])([N+]([O-])=O)=[O:27]>O1CCCC1.C(Cl)Cl>[Cl:1][CH2:2][CH2:3][N:4]([N:26]=[O:27])[C:5]([N:7]([CH:17]([CH3:19])[CH3:18])[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

6

Reactant 3

HCID 10340Sodium CarbonateHCID 25352Nitrogen oxide (N2O4)HCID 53918279HCID 53918279, compound

Product 1

HCID 53884389HCID 53884389, compoundYield 72.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

3.0 g of 1-(2-chloroethyl)-3-isopropyl-3-L-arabinopyranosylurea are dissolved in a mixture of 80 ml of tetrahydrofuran and 80 ml of methylene chloride, and 15 g of sodium carbonate anhydrate are added thereto. 5 g of nitrogen tetroxide gas are introduced into the mixture for 10 minutes under ice-cooling. The mixture is treated in the same manner as described in Example 2. 2.4 g of 1-(2-chloroethyl)-1-nitroso-3-isopropyl-3-L-arabinopyranosylurea are thereby obtained as yellow caramel.

Workup

  1. additionare added
  2. temperaturecooling
  3. additionThe mixture is treated in the same manner

Sources & evidence

ORD record
ord-c9420e2d0ed0407fb72bc6e17d9aa27d
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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