Hydrochloric Acid → 4,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chloride

HRID 46677

Reaction equation

HRID 46677 reaction equation
[ClH:1].[NH:2]1[CH2:7][CH2:6][CH2:5]NN1.C(N)CCC.[S:13]1[CH:17]=[CH:16][CH:15]=[C:14]1CCN>CN(C)C=O>[ClH:1].[S:13]1[C:14]2[CH2:15][CH2:16][NH:2][CH2:7][C:6]=2[CH:5]=[CH:17]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8007ButylamineHCID 116521ThiopheneethanamineHCID 160486341,2,3-Triazinane

Product 1

HCID 101763424,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chlorideYield 65%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
45 °C

Procedure

To 73 ml dimethylformamide heated at 45° C. in which are dissolved 0.45 mole gaseous hydrochloric acid, is added, over 25 minutes, a mixture of 17 g (0.2 M) s.hexahydrotriazine of n. n.butylamine/and 26 g 2-(2-thienyl)ethylamine. The temperature of the medium is maintained at 45° C. throughout the addition by means of a cold water bath. The desired product precipitates out at the end of the addition. Filtration gives 22.16 g 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride (Yield: 65%).

Workup

  1. additionis added, over 25 minutes
  2. additiona mixture of 17 g (0.2 M)
  3. customThe desired product precipitates out at the end of the addition
  4. filtrationFiltration

Sources & evidence

ORD record
ord-65a73172a95d42a492af8ff8c50eb674
Source dataset
uspto-grants-1979_11
Patent number
US04174448

Linked notes

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