N-bromobutanimide → HCID 12766270, compound

HRID 1278225Notes

Reaction equation

HRID 1278225 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]2[N:6]([N:14]=[CH:15][CH:16]=2)[C:7]=1[C:8]1[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=1.[Br:17]N1C(=O)CCC1=O>ClCCl>[Br:17][C:16]1[CH:15]=[N:14][N:6]2[C:7]([C:8]3[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=3)=[C:2]([CH3:1])[CH:3]=[N:4][C:5]=12

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 21163077HCID 21163077, compound

Product 1

HCID 12766270HCID 12766270, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 1.65 g. of 6-methyl-7-(3-pyridyl)pyrazolo[1,5-a]pyrimidine and 1.54 g. of N-bromosuccinimide in 50 ml. of dichloromethane is heated on a steam bath for 15 minutes. The mixture is poured into 100 ml. of ice cold 2.5 N sodium hydroxide. The dichloromethane layer is separated, dried over anhydrous sodium sulfate and passed through a column of hydrous magnesium silicate. The eluent is concentrated and hexane added to give 1.20 g. of the product of the example, m.p. 166°-168° C.

Workup

  1. additionA mixture of 1.65 g
  2. additionThe mixture is poured into 100 ml
  3. customThe dichloromethane layer is separated
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationThe eluent is concentrated
  6. additionhexane added
  7. customto give 1.20 g

Sources & evidence

ORD record
ord-172e0a6238be4892918766fb25d19111
Source dataset
uspto-grants-1981_07
Patent number
US04281000

Reaction notes

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