Bromine → HCID 19864298, compound

HRID 1199916Notes

Reaction equation

HRID 1199916 reaction equation
[Br:1]Br.[C:3]1([CH:9]2[C:15]3[S:16][CH:17]=[CH:18][C:14]=3[CH2:13][CH2:12][NH:11][CH2:10]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)(=O)C>[BrH:1].[Br:1][C:17]1[S:16][C:15]2[CH:9]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:10][NH:11][CH2:12][CH2:13][C:14]=2[CH:18]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 19864279HCID 19864279, compound

Product 1

HCID 19864298HCID 19864298, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A solution of bromine in acetic acid (1.03 ml, 10% v/v solution) was added dropwise to a stirred solution of 8-phenyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine (0.53 g, 2 mmol, hydrochloride salt converted to free base by extraction between dichloromethane and aqueous ammonia) in acetic acid (5 ml) at room temperature. After 30 minutes the mixture was evaporated and the blue coloured solid residue recrystallised from ethanol (10 ml) to give 2-bromo-8-phenyl-5,6,7,8-tetrahydro-4H-thieno[2,3-d]azepine hydrobromide (m.p. 197°).

Workup

  1. customAfter 30 minutes the mixture was evaporated
  2. customthe blue coloured solid residue recrystallised from ethanol (10 ml)

Sources & evidence

ORD record
ord-d41e14f40af44bae8f6ca8fe5f331731
Source dataset
uspto-grants-1990_02
Patent number
US04904653

Reaction notes

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