Bromine → HCID 22473769, compound

HRID 2183593Notes

Reaction equation

HRID 2183593 reaction equation
[Br:1]Br.[S:3]1[CH:7]=[CH:6][C:5]2[C:8]([C:12]3[N:13]4[CH2:19][CH2:18][N:17]=[C:14]4[S:15][CH:16]=3)=[CH:9][CH:10]=[CH:11][C:4]1=2>ClCCl>[BrH:1].[S:3]1[CH:7]=[CH:6][C:5]2[C:8]([C:12]3[N:13]4[CH2:19][CH2:18][N:17]=[C:14]4[S:15][C:16]=3[Br:1])=[CH:9][CH:10]=[CH:11][C:4]1=2

Participants

4

Reactant 2

HCID 24408BromineHCID 22473634HCID 22473634, compound

Product 1

HCID 22473769HCID 22473769, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Bromine (0.16 ml) was added dropwise at 0-5° C. over 5 minutes to a stirred solution of 3-(benzo[b]thiophen-4-yl)-5,6-dihydroimidazo[2,1-b]thiazole (0.8 g; prepared by basification of 1 g of the hydrochloride salt described in Example 2) in dichloromethane (50 ml), then the mixture was stirred at 0° C. for 10 minutes and at ambient temperature for 1.5 hours. The resulting solid was collected by filtration, washed with dichloromethane (30 ml) and dried in vacuo at 60° C. to give 3-(benzo[b]thiophen-4-yl)-2-bromo-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (1.28 g) as a pale yellow solid which was used without further purification.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with dichloromethane (30 ml)
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-4e20bcdb98f947e7bb5b559ca9f817f8
Source dataset
uspto-grants-2005_05
Patent number
US06900216B2

Reaction notes

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