Sodium Carbonate → HCID 53998185, compound

HRID 2051847Notes

Reaction equation

HRID 2051847 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH2:17][CH:18]([CH3:20])[CH3:19])[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+:27]([O-])([N+]([O-])=O)=[O:28]>O1CCCC1.C(Cl)Cl>[Cl:1][CH2:2][CH2:3][N:4]([N:27]=[O:28])[C:5]([N:7]([CH2:17][CH:18]([CH3:20])[CH3:19])[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 54371209HCID 54371209, compound

Product 1

HCID 53998185HCID 53998185, compoundYield 67.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

3.1 g of 1-(2-chloroethyl)-3-isobutyl-3-L-arabinopyranosylurea 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. The mixture is treated in the same manner as described in Example 2. 2.3 g of 1-(2-chloroethyl)-1-nitroso-3-isobutyl-3-L-arabinopyranosylurea are thereby obtained as pale yellow caramel.

Workup

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

Sources & evidence

ORD record
ord-7b58b4b831ab4a76b5c0f640e114ffd3
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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