Piperidine, 1-(2-chloroethyl)-, hydrochloride → HCID 178479567, compound

HRID 1604208Notes

Reaction equation

HRID 1604208 reaction equation
Cl.[Cl:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[NH2:11][C:12]([NH2:14])=[S:13]>CN(C)C=O>[ClH:2].[N:5]1([CH2:4][CH2:3][NH:14][C:12](=[NH:11])[SH:13])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 74826Piperidine, 1-(2-chloroethyl)-, hydrochlorideHCID 2723790Thiourea

Product 1

HCID 178479567HCID 178479567, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

2-(1-Piperidyl)ethylisothiourea hydrochloride was prepared in the following way: A suspension of 100 g of N-(2-chloroethyl) piperidine hydrochloride and of 41.5 g of thiourea in 250 cm3 of dimethylformamide was heated at a temperature in the region of 110° C. for 2 hours. The mixture was cooled to a temperature in the region of 20° C. The white solid formed was subsequently filtered off, rinsed with a total of 100 cm3 of diethyl ether and dried under reduced pressure (10 kPa) at a temperature in the region of 40° C. to result in 134.1 g of 2-(1-piperidyl)-ethylisothiourea hydrochloride in the form of a white solid that melted at a temperature in the region of 240° C.

Workup

  1. customThe white solid formed
  2. filtrationwas subsequently filtered off
  3. washrinsed with a total of 100 cm3 of diethyl ether
  4. customdried under reduced pressure (10 kPa) at a temperature in the region of 40° C.
  5. customto result in 134.1 g of 2-(1-piperidyl)-ethylisothiourea hydrochloride in the form of a white solid
  6. customthat melted at a temperature in the region of 240° C.

Sources & evidence

ORD record
ord-7251c29d214f486faf1e246ab31455af
Source dataset
uspto-grants-1999_11
Patent number
US05994299

Reaction notes

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