Sodium Hydroxide → HCID 178463880, compound

HRID 1632477Notes

Reaction equation

HRID 1632477 reaction equation
[CH2:1]([N:3]([CH2:15][CH3:16])[C:4]1[C:9]([N+:10]([O-])=O)=[C:8]([SH:13])[N:7]=[C:6]([CH3:14])[N:5]=1)[CH3:2].[Sn].[OH-].[Na+]>Cl>[NH2:10][C:9]1[C:4]([N:3]([CH2:1][CH3:2])[CH2:15][CH3:16])=[N:5][C:6]([CH3:14])=[N:7][C:8]=1[SH:13]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 5352426Tin atomHCID 178463881HCID 178463881, compound

Product 1

HCID 178463880HCID 178463880, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

5 g of the crystals of 4-diethylamino-6-mercapto-2-methyl-5-nitropyrimidine and 7.0 g of metal tin were mixed well, and 50 ml of concentrated hydrochloric acid was slowly added to the mixture under cooling. After the addition, the reaction mixture was stirred at room temperature for 3 hours. Then 3N solution of sodium hydroxide was added to the mixture, while cooling with ice, and the pH of the mixture was adjusted to 8-9 to obtain an oily substance. The oily substance was extracted with 200 ml of ethyl acetate, and the organic layer was dried over magnesium sulphate anhydride. Then the solvent was distilled off under reduced pressure, and the residue was recrystallized from a mixture of chloroform and n-hexane to obtain crystals of 5-amino-4-diethylamino-6-mercapto-2-methylpyrimidine (3.9 g).

Workup

  1. temperatureunder cooling
  2. additionAfter the addition
  3. temperaturewhile cooling with ice
  4. customto obtain an oily substance
  5. extractionThe oily substance was extracted with 200 ml of ethyl acetate
  6. dry with materialthe organic layer was dried over magnesium sulphate anhydride
  7. distillationThen the solvent was distilled off under reduced pressure
  8. customthe residue was recrystallized from a mixture of chloroform and n-hexane

Sources & evidence

ORD record
ord-08a3678c2ed14bb8a9d7853171379409
Source dataset
uspto-grants-1984_10
Patent number
US04476127

Reaction notes

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