Butyl bromide → HCID 23048843, compound

HRID 2106767Notes

Reaction equation

HRID 2106767 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:15](=[O:16])[NH:14][C:13](=[O:17])[CH:12]=[N:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].Br[CH2:19][CH2:20][CH2:21][CH3:22].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH2:19]([N:14]1[C:13](=[O:17])[CH:12]=[N:11][N:10]([C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][CH:8]=2)[C:15]1=[O:16])[CH2:20][CH2:21][CH3:22]

Participants

5

Reactant 3

HCID 8002Butyl bromideHCID 11430Potassium CarbonateHCID 12569280HCID 12569280, compound

Product 1

HCID 23048843HCID 23048843, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
45 °C

Procedure

A mixture of 40 parts of 2-(4-nitrophenyl)-1,2,4-triazine-3,5-(2H,4H)-dione, 25.7 parts of 1-bromobutane, 26.25 parts of potassium carbonate and 720 parts of N,N-dimethylformamide was stirred overnight at 45° C. The reaction mixture was poured into 2000 parts of ice water. The precipitated product was filtered off, washed with water and 2,2'-oxybispropane and stirred in methanol. The product was filtered off and dried in vacuo at 70° C., yielding 33.9 parts (68.6%) of 4-butyl-2-(4-nitrophenyl)-1,2,4-triazine-3,5(2H,4H)-dione (int. 27).

Workup

  1. filtrationThe precipitated product was filtered off
  2. washwashed with water and 2,2'-oxybispropane
  3. stirringstirred in methanol
  4. filtrationThe product was filtered off
  5. customdried in vacuo at 70° C.

Sources & evidence

ORD record
ord-125ebede28d348a3ba52d32f00a56f71
Source dataset
uspto-grants-1990_06
Patent number
US04931444

Reaction notes

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