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Sodium Hydroxide → HCID 20324959, compound

HRID 838852
Notes
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Reaction equation

HRID 838852 reaction equation
[CH2:1]([C:5]1[N:10]2[N:11]=[CH:12][CH:13]=[C:9]2[N:8]=[C:7]([CH3:14])[CH:6]=1)[CH:2]([CH3:4])[CH3:3].[Br:15]N1C(=O)CCC1=O.[OH-].[Na+]>C(Cl)(Cl)Cl>[Br:15][C:13]1[CH:12]=[N:11][N:10]2[C:5]([CH2:1][CH:2]([CH3:4])[CH3:3])=[CH:6][C:7]([CH3:14])=[N:8][C:9]=12
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 67184N-bromobutanimideHCID 203249475-Methyl-7-(2-methylpropyl)pyrazolo[1,5-a]pyrimidine

Product 1

HCID 20324959HCID 20324959, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 7.5 g (0.026 mol) of 7-isobutyl-5-methylpyrazolo-[1,5-a]pyrimidine in 60 ml chloroform was treated with 4.6 gm (0.026 mol) of N-bromosuccinimide. The mixture was stirred at ambient temperature and then allowed to cool overnight in the refrigerator. The mixture was then poured over ice (100 gm), rendered alkaline with 6N NaOH, and extracted with chloroform. The chloroform solution was separated, dried (Na2SO4), and distilled to yield 5.5 gm, (47%) of a light yellow, viscous oil, b.p. 127°-129° /1.5 mm.

Workup

  1. temperatureto cool overnight in the refrigerator
  2. extractionextracted with chloroform
  3. customThe chloroform solution was separated
  4. dry with materialdried (Na2SO4)
  5. distillationdistilled
  6. customto yield 5.5 gm, (47%) of a light yellow, viscous oil, b.p. 127°-129° /1.5 mm

Sources & evidence

ORD record
ord-13be8c0a0b804772ab19f03deb2a628c
Source dataset
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04093617

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes