1,4-Dibromobutane → HCID 21490325, compound

HRID 1579534Notes

Reaction equation

HRID 1579534 reaction equation
[NH2:1][C:2]1[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)([OH:11])[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:18])[CH:8]=2)[N:3]=1.Br[CH2:20][CH2:21][CH2:22][CH2:23]Br>>[Cl:18][C:7]1[CH:6]=[CH:5][C:4]2[N:3]3[CH2:20][CH2:21][CH2:22][CH2:23][N:1]=[C:2]3[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)([OH:11])[C:9]=2[CH:8]=1

Participants

3

Reactant 2

HCID 80561,4-DibromobutaneHCID 2807151HCID 2807151, compound

Product 1

HCID 21490325HCID 21490325, compoundYield 30.1%

Procedure

2-Amino-5-chloro-3-phenyl-3H-indol-3-ol (5.16 g) was heated under reflux with 1,4-dibromobutane (4.32 g) for 24 hours. After cooling the solid was filtered off affording 1.88 g of the title compound as its hydrobromide, m.p. 298°-300°C (decomp.) after recrystallization from methanol/ethyl acetate.

Workup

  1. temperatureAfter cooling the solid
  2. filtrationwas filtered off

Sources & evidence

ORD record
ord-483edef03233442a9686c69e4863822c
Source dataset
uspto-grants-1976_01
Patent number
US03931226

Reaction notes

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