2-Bromoethylamine hydrobromide → HCID 20260597, compound

HRID 1583402Notes

Reaction equation

HRID 1583402 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[BrH:8].[Br:9][CH2:10][CH2:11][NH2:12]>C(O)C>[BrH:9].[BrH:8].[N:5]1[CH:6]=[CH:7][C:2]([S:1][CH2:10][CH2:11][NH2:12])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 27742172-Bromoethylamine hydrobromideHCID 178418431pyridine-4-thiol

Product 1

HCID 20260597HCID 20260597, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 32.72 g of 4-mercaptopyridine and 61.0 g of 2-bromoethanamine hydrobromide in 200 ml of absolute ethanol was heated to reflux under an argon atmosphere for 2 hours. After cooling the precipitated product was collected and washed with ethanol to give 76.31 g of crude 2-(4-pyridylthio)ethanamine dihydrobromide, mp 250°-254° C. Recrystallization from ethanol (1500 ml) and water (150 ml) with a charcoal treatment afforded 63.09 g (68%) of 2-(4-pyridylthio)ethanamine dihydrobromide, mp 265°-268° C.

Workup

  1. temperatureto reflux under an argon atmosphere for 2 hours
  2. temperatureAfter cooling the precipitated product
  3. customwas collected
  4. washwashed with ethanol

Sources & evidence

ORD record
ord-d566c349724c43098e582f06c27d4de6
Source dataset
uspto-grants-1985_11
Patent number
US04551460

Reaction notes

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