Hydrochloric Acid → HCID 70273409, compound

HRID 1638154Notes

Reaction equation

HRID 1638154 reaction equation
Cl.[Cl:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][NH:6][CH:7]([CH3:14])[CH2:8][C:9]1[S:10][CH:11]=[CH:12][CH:13]=1.Cl.O1CCO[CH2:21]1>>[ClH:2].[Cl:2][C:3]1[CH:18]=[CH:17][CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[CH:7]([CH3:14])[CH2:8][C:9]2[S:10][CH:11]=[CH:12][C:13]=2[CH2:21]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 125861,3-DioxolaneHCID 7027252860612-24-0

Product 1

HCID 70273409HCID 70273409, compoundYield 63%

Procedure

N-2-chlorobenzyl-1-methyl-2-(2-thienyl)ethylamine HCl (16.4 g) is suspended in 50 ml of 1,3-dioxolane. Hydrochloric acid (37% concentration) (0.2 ml) is added and the temperature of the reaction mixture is brought to 80° C. for 6 hours. When the reaction is complete, the mixture is cooled to room temperature, and the precipitation of the product is completed by adding 50 ml of ethyl acetate. The crystalline product is filtered, washed with ethyl acetate and dried under vacuum at 60° C. 5-(2-chlorobenzyl)-6-methyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine HCl (10.7 g, 63% yield) is obtained having a m.p. 179-180° C.

Workup

  1. customthe precipitation of the product
  2. additionby adding 50 ml of ethyl acetate
  3. filtrationThe crystalline product is filtered
  4. washwashed with ethyl acetate
  5. customdried under vacuum at 60° C

Sources & evidence

ORD record
ord-7e0f17da541346c484d2713a4738c812
Source dataset
uspto-grants-2000_03
Patent number
US06043368

Reaction notes

Loading…