N-bromobutanimide → HCID 136096006, compound

HRID 728803Notes

Reaction equation

HRID 728803 reaction equation
[Br:1]N1C(=O)CCC1=O.[C:9]1([CH2:14][N:15]2[CH:23]=[N:22][C:21]3[C:20](=[O:24])[NH:19][C:18]([NH2:25])=[N:17][C:16]2=3)[S:13][CH:12]=[CH:11][CH:10]=1>CN(C=O)C.O>[Br:1][C:23]1[N:15]([CH2:14][C:9]2[S:13][CH:12]=[CH:11][CH:10]=2)[C:16]2[N:17]=[C:18]([NH2:25])[NH:19][C:20](=[O:24])[C:21]=2[N:22]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 1360931222-Amino-9-[(thiophen-2-yl)methyl]-3,9-dihydro-6H-purin-6-one

Product 1

HCID 136096006HCID 136096006, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

N-Bromosuccinimide (2.82 g; 15.7 mmol) was added to a cold (0° C.) suspension of 9-(2-thenyl) guanine (3.5 g; 14.1 mmol) in DMF (100 ml) and the mixture was stirred for 30 minutes at 0° C. and then at room temperature for 24 hours. The reaction mixture was then diluted with 75 mlof water and filtered. Recrystallization of the product from DMF gave the analytical sample, yield 3.1 g; mp 294°-295° C. (dec).

Workup

  1. waitat room temperature for 24 hours
  2. filtrationfiltered
  3. customRecrystallization of the product from DMF
  4. customgave the analytical sample, yield 3.1 g

Sources & evidence

ORD record
ord-2bd888f912854743ba4cec16f402f2f5
Source dataset
uspto-grants-1991_09
Patent number
US05051429

Reaction notes

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