Hydrochloric Acid → 2-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)-1-ethanamine Hydrochloride

HRID 985758Notes

Reaction equation

HRID 985758 reaction equation
B#B.[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:9]([CH2:18][C:19]#[N:20])[C:8]=2[CH:21]=1.Cl>O1CCCC1>[ClH:3].[Cl:3][C:4]1[CH:5]=[CH:6][C:7]2[S:11][C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:9]([CH2:18][CH2:19][NH2:20])[C:8]=2[CH:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6328200DiboronHCID 219172462-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)acetonitrile

Product 1

HCID 124121842-(5-Chloro-2-phenyl-1-benzothiophen-3-yl)-1-ethanamine Hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3 eq. of diborane in tetrahydrofuran and 1 eq. of the nitrile obtained in Step D are introduced into a 100 ml round-bottomed flask, and the mixture is then heated at reflux for 2 hours. After cooling, 15 eq. of 6M HCl are added and the tetrahydrofuran is evaporated off under reduced pressure. The precipitate formed is filtered off and recrystallised.

Workup

  1. temperaturethe mixture is then heated
  2. temperatureat reflux for 2 hours
  3. temperatureAfter cooling
  4. customthe tetrahydrofuran is evaporated off under reduced pressure
  5. customThe precipitate formed
  6. filtrationis filtered off
  7. customrecrystallised

Sources & evidence

ORD record
ord-c8d96981c5ac4fa6b2e2157cab0aac77
Source dataset
uspto-grants-2005_03
Patent number
US06872851B1

Reaction notes

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