Hydrochloric Acid → Tetrahydrothienopyridine hydrochloride

HRID 1582569Notes

Reaction equation

HRID 1582569 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7]N.C=O.[ClH:11].[CH3:12][N:13](C=O)C>>[ClH:11].[S:1]1[C:2]2=[CH:6][CH:7]=[CH:12][NH:13][CH:3]2[CH2:4][CH2:5]1

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 6228DimethylformamideHCID 116521Thiopheneethanamine

Product 1

HCID 68420022Tetrahydrothienopyridine hydrochloride

Procedure

2-thienylethlamine was reacted with formaldehyde to give the corresponding formimine, which was then added to a solution of hydrochloric acid in DMF, resulting in cyclization to tetrahydrothienopyridine hydrochloride. The DMF used was anhydrous, KF≦0.05%, to avoid formimine hydrolysis.

Workup

  1. customto give the corresponding formimine, which

Sources & evidence

ORD record
ord-0065cfc3693745589a3824fe49c5e469
Source dataset
uspto-grants-2004_05
Patent number
US06737411B2

Reaction notes

Loading…