Hydrogen Bromide → N-(4-piperidinylmethyl)-2-benzothiazolamine dihydrobromide

HRID 1761486Notes

Reaction equation

HRID 1761486 reaction equation
C([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]2[S:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)[CH2:6][CH2:5]1)(=O)C.[BrH:21]>O>[BrH:21].[BrH:21].[NH:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH:11][C:12]2[S:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[N:16]=2)[CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 140489441-acetyl-N-(2-benzothiazolyl)-4-piperidinemethanamine

Product 1

HCID 14048948N-(4-piperidinylmethyl)-2-benzothiazolamine dihydrobromideYield 79%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 140 parts of 1-acetyl-N-(2-benzothiazolyl)-4-piperidinemethanamine and 1500 parts of a hydrobromic acid solution 24% in water was stirred and refluxed for 5 hours. The reaction mixture was evaporated and the residue was suspended in boiling ethanol. After cooling, the product was filtered off and dried, yielding 122 parts (79%) of N-(4-piperidinylmethyl)-2-benzothiazolamine dihydrobromide. hemihydrate; mp. >300° C. (intermediate 53).

Workup

  1. temperaturerefluxed for 5 hours
  2. customThe reaction mixture was evaporated
  3. temperatureAfter cooling
  4. filtrationthe product was filtered off
  5. customdried

Sources & evidence

ORD record
ord-4a5d10206656497bb5bcb4bddcbb22ff
Source dataset
uspto-grants-1989_05
Patent number
US04826848

Reaction notes

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