Potassium Carbonate → HCID 21823366, compound

HRID 2051362Notes

Reaction equation

HRID 2051362 reaction equation
[NH:1]1[C:10](=[S:11])[C:9]2[NH:8][CH:7]=[N:6][C:5]=2[N:4]=[C:2]1[NH2:3].Br[CH:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:3][C:2]1[N:4]=[C:5]2[C:9]([NH:8][CH:7]=[N:6]2)=[C:10]([S:11][CH:13]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:1]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 236603BromodiphenylmethaneHCID 178508250HCID 178508250, compound

Product 1

HCID 21823366HCID 21823366, compoundYield 48.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of thioguanine (25 g), bromodiphenylmethane (37.1 g) and potassium carbonate (31.1 g) in N,N-dimethylformamide (250 cm3) was stirred at ambient temperature for 66 hour. The reaction mixture was filtered and the filtrate evaporated to give a cream solid. Recrystallisation from methanol gave 24 g (48%) of the title compound, m.p. 226°-227° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe filtrate evaporated
  3. customto give a cream solid
  4. customRecrystallisation from methanol

Sources & evidence

ORD record
ord-c149ceb9f54548eab6a136ea96575e4a
Source dataset
uspto-grants-1991_05
Patent number
US05017701

Reaction notes

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