Hydrogen Bromide → 2-[3-(Methylamino)propyl]benzthiazole dihydrobromide

HRID 1382923Notes

Reaction equation

HRID 1382923 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][N:13](C)[C:14](=O)OCC1C=CC=CC=1.CCOCC.[BrH:30]>C(O)(=O)C>[BrH:30].[BrH:30].[CH3:14][NH:13][CH2:12][CH2:11][CH2:10][C:2]1[S:1][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 53819401Benzyl [3-(2-benzthiazolyl)propyl]methylcarbamate

Product 1

HCID 212734622-[3-(Methylamino)propyl]benzthiazole dihydrobromideYield 93.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

1.7 g (4.99 mmol) of benzyl [3-(2-benzthiazolyl)propyl]methylcarbamate are dissolved at 0° in 40% hydrogen bromide in acetic acid and stirred at room temperature for 20 hours. Thereupon, 60 ml of ether are added and, after 1.5 hours, the precipitate formed is filtered off. After washing the crystalline precipitate with ether and drying there are obtained 1.71 g (93.1%) of 2-[3-(methylamino)propyl]benzthiazole dihydrobromide, m.p. 196°-197°.

Workup

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washAfter washing the crystalline precipitate with ether
  4. customdrying there

Sources & evidence

ORD record
ord-42f63d39ede14e90ae2a9acd9c59d6b5
Source dataset
uspto-grants-1989_02
Patent number
US04808605

Reaction notes

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