Carbon tetrabromide → HCID 49868873, compound

HRID 570934Notes

Reaction equation

HRID 570934 reaction equation
[C:1]([NH:9][NH:10][C:11]([C:13]1[N:14]=[CH:15][N:16]2[C:21](=[O:22])[N:20]([CH3:23])[N:19]=[N:18][C:17]=12)=[O:12])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(Br)(Br)(Br)Br.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C(Cl)Cl>[CH3:23][N:20]1[C:21](=[O:22])[N:16]2[CH:15]=[N:14][C:13]([C:11]3[O:12][C:1]([C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[N:9][N:10]=3)=[C:17]2[N:18]=[N:19]1

Participants

5

Reactant 3

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 66831689HCID 66831689, compound

Product 1

HCID 49868873HCID 49868873, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N′-Benzoyl-3-methyl-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carbohydrazide (0.03 mmol), carbon tetrabromide (0.06 mmol) and triphenylphosphine (0.06 mmol) were stirred in DCM (0.5 mL) for 3 hours. The crude reaction mixture was purified by column chromatography, eluting with 10% MeCN/DCM, to give the title compound. δH (DMSO-d6) 9.06 (1H, s), 8.11 (2H, m), 7.67 (3H, m), 3.93 (3H, s).

Workup

  1. customThe crude reaction mixture
  2. customwas purified by column chromatography
  3. washeluting with 10% MeCN/DCM

Sources & evidence

ORD record
ord-cc5ab2b0fa70474183b309fe8dceb27d
Source dataset
uspto-grants-2015_05
Patent number
US09024018B2

Reaction notes

Loading…