6-Amino-1-(3-chlorobenzyl)-uracil → 6-Amino-1-(3-chlorobenzyl)-5-nitroso-uracil

HRID 1108238Notes

Reaction equation

HRID 1108238 reaction equation
[N:1]([O-:3])=O.[Na+].[NH2:5][C:6]1[N:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)[C:10](=[O:20])[NH:9][C:8](=[O:21])[CH:7]=1>C(O)(=O)C>[NH2:5][C:6]1[N:11]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([Cl:19])[CH:14]=2)[C:10](=[O:20])[NH:9][C:8](=[O:21])[C:7]=1[N:1]=[O:3]

Participants

4

Reactant 2

HCID 15266196-Amino-1-(3-chlorobenzyl)-uracilHCID 23668193Sodium Nitrite

Product 1

HCID 184328236-Amino-1-(3-chlorobenzyl)-5-nitroso-uracil

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

6.4 ml of 4N sodium nitrite was added at 65-70° C. to a suspension of 6.29 g (25 mM) of 6-amino-1-(3-chlorobenzyl)-uracil in 92 ml of acetic acid. After 30 minutes the mixture was cooled, the solid collected and washed with the acetic acid and water to give the title compound (5.21 g) as a pink solid.

Workup

  1. temperatureAfter 30 minutes the mixture was cooled
  2. customthe solid collected
  3. washwashed with the acetic acid and water

Sources & evidence

ORD record
ord-48cb767009944d868187f63185253519
Source dataset
uspto-grants-2000_05
Patent number
US06066641

Reaction notes

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