Sodium Nitrite → HCID 18432845, compound

HRID 2288654Notes

Reaction equation

HRID 2288654 reaction equation
[N:1]([O-:3])=O.[Na+].[CH:5]1([O:10][C:11]2[CH:12]=[C:13]([CH:24]=[CH:25][C:26]=2[O:27][CH3:28])[CH2:14][N:15]2[C:22]([NH2:23])=[CH:21][C:19](=[O:20])[NH:18][C:16]2=[O:17])[CH2:9][CH2:8][CH2:7][CH2:6]1>C(O)(=O)C>[NH2:23][C:22]1[N:15]([CH2:14][C:13]2[CH:24]=[CH:25][C:26]([O:27][CH3:28])=[C:11]([O:10][CH:5]3[CH2:9][CH2:8][CH2:7][CH2:6]3)[CH:12]=2)[C:16](=[O:17])[NH:18][C:19](=[O:20])[C:21]=1[N:1]=[O:3]

Participants

4

Reactant 2

HCID 23668193Sodium NitriteHCID 54079322HCID 54079322, compound

Product 1

HCID 18432845HCID 18432845, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

15.81 ml of 4N sodium nitrite solution was added dropwise at 65°-70° C. over 8 minutes to a solution of 20.53 g of 1-(3-cyclopentyloxy-4-methoxy-benzyl) 6-amino uracil in 300 ml of acetic acid. After 30 minutes the suspension was cooled to room temperature and the solid collected and washed with water to give the title compound (19.36 g) as pink crystals. The filtrate was evaporated to dryness, the residue suspended in 100 ml of water and the solid collected to give 1.98 g as a second crop.

Workup

  1. customthe solid collected
  2. washwashed with water

Sources & evidence

ORD record
ord-76f57206204d49c790f699ccd3cebdab
Source dataset
uspto-grants-2000_07
Patent number
US06090816

Reaction notes

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