Hydrochloric Acid → 2-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylmercaptan hydrochloride

HRID 622429Notes

Reaction equation

HRID 622429 reaction equation
P(=[S:5])([O-])([O-])[O-].[Na+].[Na+].[Na+].Cl.[C:10]([CH:13]1[CH2:18][CH2:17][CH2:16][N:15]([C:19](=[NH:22])[CH2:20][Cl:21])[CH2:14]1)(=[O:12])[NH2:11].Cl>O>[ClH:21].[C:10]([CH:13]1[CH2:18][CH2:17][CH2:16][N:15]([C:19](=[NH:22])[CH2:20][SH:5])[CH2:14]1)(=[O:12])[NH2:11]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 9877537Trisodium thiophosphateHCID 212929612-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylchloride hydrochloride

Product 1

HCID 212929852-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylmercaptan hydrochlorideYield 105.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1.43 g of trisodium phosphorothioate were added to an ice-cooled solution of 2.04 g of 2-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylchloride hydrochloride in 9.7 ml of water, and the mixture was stirred at room temperature for one hour. 7.9 ml of 1N hydrochloric acid were then added, and the mixture was heated at 50° C. for 30 minutes. The reaction mixture was then worked up in the same manner as in Example 3(2) to give 2.0 g of 2-[(3RS)-3-carbamoylpiperidin-1-yl]-2-iminoethylmercaptan hydrochloride.

Workup

  1. temperaturethe mixture was heated at 50° C. for 30 minutes

Sources & evidence

ORD record
ord-a8211e0cf8f2420599fee0cf2bb665cb
Source dataset
uspto-grants-1988_09
Patent number
US04771046

Reaction notes

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