Sodium sulfate decahydrate → N-(3-Thienylmethyl)-9H-purin-6-amine

HRID 2413515Notes

Reaction equation

HRID 2413515 reaction equation
[CH:1]1[S:5][CH:4]=[CH:3][C:2]=1[C:6]([NH:8][C:9]1[N:17]=[CH:16][N:15]=[C:14]2[C:10]=1[NH:11][CH:12]=[N:13]2)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[S:5]1[CH:4]=[CH:3][C:2]([CH2:6][NH:8][C:9]2[N:17]=[CH:16][N:15]=[C:14]3[C:10]=2[NH:11][CH:12]=[N:13]3)=[CH:1]1

Participants

6

Reactant 4

HCID 62649Sodium sulfate decahydrateHCID 166653HydrideHCID 13536441HCID 13536441, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13536440N-(3-Thienylmethyl)-9H-purin-6-amineYield 25%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A suspension of 20 g (0.082 mole) of 6-(3-thenoylamino)-purine in 1 l of absolute tetrahydrofuran is added dropwise to a stirred suspension of 6.5 g (0.17 mole) of lithium aluminum hydride in 350 ml of absolute tetrahydrofuran at 80° C. After 3 hours, the excess hydride is decomposed with sodium sulfate decahydrate, the residue is filtered off, the filtrate is brought to dryness and the resulting oily crystal slurry is crystallized several times from tetrahydrofuran. 6-(3-Thienylmethylamino)-purine is obtained in a yield of 25%.

Workup

  1. filtrationthe residue is filtered off
  2. customthe resulting oily crystal slurry is crystallized several times from tetrahydrofuran

Sources & evidence

ORD record
ord-cf70309ff09a49eabf2c52b75795e070
Source dataset
uspto-grants-1988_01
Patent number
US04718936

Reaction notes

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