Sodium Carbonate → HCID 53818225, compound

HRID 2051828Notes

Reaction equation

HRID 2051828 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:19][CH:20]=[CH2:21])[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].C(=O)([O-])[O-].[Na+].[Na+].[N+:28]([O-])([N+]([O-])=O)=[O:29]>O1CCCC1.C(Cl)Cl>[Cl:1][CH2:2][CH2:3][N:4]([N:28]=[O:29])[C:5]([N:7]([CH2:19][CH:20]=[CH2:21])[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

6

Reactant 3

HCID 10340Sodium CarbonateHCID 25352Nitrogen oxide (N2O4)HCID 54354084HCID 54354084, compound

Product 1

HCID 53818225HCID 53818225, compoundYield 71.7%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

3.2 g of 1-(2-chloroethyl)-3-(2-propenyl)-3-D-galactopyranosylurea are dissolved in a mixture of 60 ml of tetrahydrofuran and 60 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 and stirring. The mixture is treated in the same manner as described in Example 2. 2.5 g of 1-(2-chloroethyl)-1-nitroso-3-(2-propenyl)-3-D-galactopyranosylurea 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-4ae241f8fbe14bba9bb182d1963483a9
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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