Hydrochloric Acid → HCID 20378109, compound

HRID 2051857Notes

Reaction equation

HRID 2051857 reaction equation
[Cl:1][CH2:2][CH2:3][NH:4][C:5]([N:7]([CH3:13])[CH2:8][CH:9]([OH:12])[CH2:10][OH:11])=[O:6].[N:14]([O-])=[O:15].[Na+].Cl.C(Cl)(Cl)Cl.C(OCC)(=O)C.CO>C(O)(=O)C>[Cl:1][CH2:2][CH2:3][N:4]([N:14]=[O:15])[C:5]([N:7]([CH3:13])[CH2:8][CH:9]([OH:12])[CH2:10][OH:11])=[O:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 20378122HCID 20378122, compoundHCID 21956348HCID 21956348, compoundHCID 23668193Sodium Nitrite2×

Product 1

HCID 20378109HCID 20378109, compoundYield 62.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

2.1 g of 1-(2-chloroethyl)-3-methyl-3-(2,3-dihydroxy-n-propyl)urea are dissolved in 10 ml of acetic acid, and 1.4 g of sodium nitrite are added thereto under stirring. The mixture is stirred at room temperature for 2 hours. Then, 2 ml of concentrated hydrochloric acid and one g of sodium nitrite are added to the mixture, and said mixture is further stirred at the same temperature for 2 hours. After the reaction, the mixture is treated in the same manner as described in Example 60-(2) (Solvent used for chromatography: chloroform-ethyl acetate-methanol(3:1:1)). 1.5 g of 1-(2-chloroethyl)-1-nitroso-3-methyl-3-(2,3-dihydroxy-n-propyl)urea are thereby obtained as a pale yellow oil.

Workup

  1. stirringThe mixture is stirred at room temperature for 2 hours
  2. stirringis further stirred at the same temperature for 2 hours
  3. customAfter the reaction
  4. additionthe mixture is treated in the same manner

Sources & evidence

ORD record
ord-2f5f9aadfffc4f078b80c23e6f11e5f0
Source dataset
uspto-grants-1980_01
Patent number
US04182757

Reaction notes

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