Boron tribromide → HCID 178456607, compound

HRID 1086837Notes

Reaction equation

HRID 1086837 reaction equation
B(Br)(Br)Br.C([N:12]1[C:17]2=[N:18][N:19]3[CH:23]=[CH:22][NH:21][C:20]3=[C:16]2[C:15](=[O:24])[N:14]([CH2:25][CH2:26][CH3:27])[C:13]1=[O:28])C1C=CC=CC=1>CO>[CH2:25]([N:14]1[C:15](=[O:24])[C:16]2=[C:20]3[NH:21][CH:22]=[CH:23][N:19]3[N:18]=[C:17]2[NH:12][C:13]1=[O:28])[CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 178456479HCID 178456479, compound

Product 1

HCID 178456607HCID 178456607, compoundYield 44.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Boron tribromide (0.35 ml) was added to a stirred suspension of 1-benzyl-3-propyl-1,2,3,4-tetrahydro-5H-imidazo [2',1':5,1]pyrazolo[3,4-d]pyrimidine-2,4-dione (0.5 g) at room temperature. The reaction mixture was refluxed for 22 hours and then cooled to room temperature, followed by addition of methanol (10 ml). The mixture was stirred for a while and was concentrated to dryness. After addition of ethyl acetate, resulting crystals were collected by filtration and washed with water to give crude crystals. Recrystallization from ethyl acetate gave colorless crystals (0.16 g, 44%), m.p. 326°-328° C. (decomp.).

Workup

  1. temperatureThe reaction mixture was refluxed for 22 hours
  2. concentrationwas concentrated to dryness
  3. additionAfter addition of ethyl acetate
  4. customresulting crystals
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. customto give crude crystals
  8. customRecrystallization from ethyl acetate

Sources & evidence

ORD record
ord-68a266188b7447ff8ee0f8a9fd055778
Source dataset
uspto-grants-1991_07
Patent number
US05032594

Reaction notes

Loading…