Hydrochloric Acid → HCID 21281016, compound

HRID 542975Notes

Reaction equation

HRID 542975 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([NH:18][CH3:19])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:4][N:3]=1.Cl.[N:23]([O-])=[O:24].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>O>[NH2:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([CH2:9][C:10]2[CH:15]=[C:14]([O:16][CH3:17])[C:13]([N:18]([CH3:19])[N:23]=[O:24])=[C:12]([O:20][CH3:21])[CH:11]=2)=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 21281000HCID 21281000, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 21281016HCID 21281016, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 2.9 g. of 2,4-diamino-5-[3,5-dimethoxy-4-(methylamino)-benzyl]pyrimidine in 40 ml. of 1N hydrochloric acid was treated dropwise with a solution of 830 mg. of sodium nitrite in 10 ml. of water with stirring and ice-cooling. The mixture was stirred for 3 hours at room temperature and then sodium carbonate was added to obtain an alkaline reaction. The precipitate was removed by filtration with suction, washed with water and recrystallized from methanol, whereby there was obtained 2,4-diamino-5-[3,5-dimethoxy-4-(methylnitrosoamino)-benzyl]-pyrimidine having a melting point of 249°-250° C. (decomposition).

Workup

  1. temperatureice-cooling
  2. customto obtain
  3. customan alkaline reaction
  4. customThe precipitate was removed by filtration with suction
  5. washwashed with water
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-dc1b0fd3ea594d74902bb16f66ff5844
Source dataset
uspto-grants-1987_04
Patent number
US04659818

Reaction notes

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