Bromine → HCID 71816010, compound

HRID 532587Notes

Reaction equation

HRID 532587 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH2:13][C:14]4[S:15][CH:16]=[CH:17][C:18]=4[C:11]=3[NH:10][N:9]=2)=[CH:4][CH:3]=1.[Br:19]Br>C(O)(=O)C>[Br:19][C:16]1[S:15][C:14]2[CH2:13][C:12]3[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=4)=[N:9][NH:10][C:11]=3[C:18]=2[CH:17]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 717482526-(4-Bromo-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene

Product 1

HCID 71816010HCID 71816010, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

6-(4-Bromo-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.16 g, 0.5 mmol) was added with a solution of bromine in glacial acetic acid (0.5 mL of a 3 M solution). The reaction mixture was heated at 80° C. for 12 hr. The solution was cooled to room temperature and poured into ice water. The resultant precipitate was filtered, washed with water to provide the corresponding 2-Bromo-6-(4-bromo-phenyl)-4,7-dihydro-1-thia-4,5-diaza-cyclop enta[a]pentalene (0.18 g, 0.47 mmol) as yellow solid in 93% yield.

Workup

  1. temperatureThe solution was cooled to room temperature
  2. filtrationThe resultant precipitate was filtered
  3. washwashed with water

Sources & evidence

ORD record
ord-4f853904156e4075913c024f1e555ab9
Source dataset
uspto-grants-2014_10
Patent number
US08853207B2

Reaction notes

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